Chemistry CXC Cape UNIT 2 Paper 1 2007 to 2012

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FORM TP 2012155 I. CARIBBEAN EXAMINATIONS COUNCIL

ADVANCED PROFICIENCY EXAMINATION

CHEMISTRY- UNIT 2

Paper 01

90 minutes

( 07 JUNE 2012 (p.m.))

READ THE FOLLOWING INSTRUCTIONS CAREFULLY.

1. This test consists of 45 items. You will have 90 n1inutes to answer then1.

2. In addition to this test booklet, you should have an answer sheet and a Data Booklet.

3. Each itetn in this test has four suggested answers lettered (A), (B), (C), (D). Read each e you are about to answer and decide which choice is best.

4. On your answe'r sheet, find the number which corresponds to your item and shade the s.

having the san1e letter as the answer you have chosen. Look at the sample item below.

Sample Iten1

Which of the following is the HIGHEST energy transition in an organic con1pound?

(A) (B)

. (C) (D)

n to a+ n ton:+ a to a* 1t ton:*

Satnple Answer

The best answer to this iten1 is "a to cr*", so answer space (C) has been shaded.

5. If you want to change your answer, erase it completely and fill in your new choice.

6. When you are told to begin, tum the page and work as quickly and as careful1y as you can ~f

you cannot answer an iten1, go on ~o the next one. You n1ay return to this item later. Your sc 1 .

will be the total nmnber of correct answers.

7.

8.

9.

You tnay do any rough work in this booklet.

Figures are not necessarily drawn to scale.

You n1ay use a silent, non-progranunable calculator to answer iten1s.

DO NOT TURN THIS PAGE UNTIL YOU ARE TOLD TO DO SO.

Copyright 2010 Caribbean Examinations Council All rightsreserved.

l -2- I

!

1. Which statement is true about C - C bonds? 3. The compound which shows both ci - rans isomerism and optical isomerism is ----, I

(A) A double bond is made of a sigma ! bond and a pi bond. H

H

(B) There is a higher electron density "

/ between the atoms in a single (A)

c c H I

bond than in a double bond. I "

I I

(C) The distance between the nuclei c c C- H

of the carbon atoms is shorter /I'\ I '\ I in single bonds than in double H H

H r H !

bonds. H

(D) Single bonds are more reactive I I towards most reagents than I double bonds. Cl

Cl '\ / l

(B) c= c

"

I

Item 2 refers to the following structure. / c c IJ"- /

--,

H H H H. I I I I H H

H H

H-C-C-C-C-H I I I l H H H

H H H-C-H

" I I

I (C) c c I

H-C-H / " I c c

H II'- / H H H

2. The IUPAC name for the structure is Br

(A) 2- ethyl butane (B) 3 - ethyl butane H H

. (C) 2 - methyl pentane "

I (D) 3 - methyl pentane (D) c c

/ " c

/j"-H H

H H

GO ON TO THE NEXT PA ~,

4.

I:,

I:::~

l 5. l L I_

l_

L l_

l_

L l_

-3-

Volatility of organic compounds depends on the strength of the inten11olecular forces present. Which compound below would be the MOST volatile?

(A) CH3CH2CH20H (B) CH3CH2CH2CH3 (C) CH3CH(CH3)CH3 (D) CH3CH2CH2COOH

In the reaction between ethene and bron1ine, which statements about the reaction mechanism are true?

I.

II.

III.

(A) (B) (C) (D)

A carbocation forn1s in the rate detennining step.

A dative covalent bond forms between the bron1ide ion and the carbocation.

Heterolytic fission of the bromine-bromine bond occurs.

I and II only I and III only II and III only I, II and III

6.

7.

Which of the following alcohols will N The oxidised by acidified potassium die mate (VI)?

(A) ~H10H

(B)

CH1 0H I

CH- C-H 3 I

OH

H I

CH -CH -C-OH 3 1 I (C)

CH3

(D)

CH3 I

CH- C- OH 3 I

CH3

The equation for the fom1ation of the a aes-thetic, CF3CHBrCl, is

Br2 > CF CHBrCl 3

The type of reaction occuning is

(A) (B) (C) (D)

electrophilic substitution free radical substitution nuc.Ieophilic addition nucleophilic substitution

GO ON TO THE NEXT P r

8.

9.

-4-

Ethanol can be fonned by the fo11owing reaction

The mechanism used is

(A) eJectrophilic addition (B) nucleophilic addition (C) electrophilic substitution (D) nucleophilic substitution

Iten1 9 refers to folJowing diagram of Compound A.

0

nc==cn2

Compound A

Which statements are cmTect concerning Cmnpound A?

I. It will decolourize aqueous bromine.

II. It will decolourize cold, acidified potassimn pennanganate.

111. It will produce a silv~r mirror with

(A) (B) (C) (D)

Toll en's reagent.

I and Il only I and 11 I only II and J II only I., II and HI

10.

11.

12.

Which of the following compoun oes NOT give a white precipitate when h ken with cold ethanolic silver nitrate?

(A)

(B)

(C)

(D)

Cl

CJ

I i i I

I

I I I I I

i

I I

Which of the foJJowing would rei proton MOST readily?

I l f a

I (A) (B) (C) (D)

CH3CH20H CH.COOH

'

C"'H50H CH30H

!

Hydrogen cyanide is more likely to ethanal but not to ethene because

i to

I (A)

(B)

(C)

(0)

i ethanal is more susceptible Ito

e)ectrophilic attack than et ~:~i,1e ethan~ I is more susceptible t tl' jee

rsd1caf attack than ethene 1 ethanal is more susceptib ito

nucleophilic attack than et et~e the addition product formed '- ~th

ethene would be unstable

I GO ON TO THE NEXT PA ~.

I . ......

-l J~fl~J1?'' 1;1 ::;i~~ ..

1\~ l '.:i ... : .. ~ ;;:J !' j[ 13.

14.

15.

- 5-

Jten1 13 refers to the following structure of tyrosine.

The pH of tyrosine is MOST likely

(A) 2.1 (B) 5.6 (C) 7.0 (D) 9.0

Which of the following is NOT true of addition poly1nerisation?

(A) Only one type of polyn1er is fon11ed.

(B) The 1nolecular mass of the polymer is a multiple of the monomer unit.

(C) The polymer is readily hydrolysed to the monomer.

(D) The physical and chetnical properties of the polymer are different fron1 those of the n1onon1er.

The product fanned by the polymerisation of propene, C3H6, may be used as a

(A) (B) {C) (D)

fuel liquid disinfectant plastic material

16.

17 .

18.

19.

I Which of the following may be elimi ~fed by calibrating a measuring instrume t I

Lack of precision Random en-ors Systematic errors

(A) (B) (C) (D) Random and systematic erro s 1

I i I

Which of the following is NOT apr ;rty of a prhnary standard? i

(A) (B) (C) (D)

I Does not undergo hydrolysi 1 Has low relative molecular 's. Is obtainable in a pure state. Is very soluble in water.

Which of the following will NOT the accuracy of the results in a titri analysis?

(A) Adding excess water to the c flask

(B) Blowing the reagent out pipette tip

(C) Overshooting the calibration of the volun1etric flask

(D) Purity of reagents

A 300 mg solid sample containing ch is dissolved in water. The chloride i precipitated as AgCl by the additi silver nitrate to the solution of the sa The precipitate is collected, washed, and weighed, and found to have a m 525 mg.

(R.A.M. ofCl = 35.5, Ag = 108)

The mass of chloride present in the sat

(A) 74.2 mg (B) 118.0 mg (C) 129.9 mg (D) 208.0 mg

i GO ON TO THF. NEXT PA fl

i

-6-

20. Which of the following statements about 24.

21.

gravimetric analysis is NOT true?

(A)

(B)

(C)

(D)

Gravimetric analysis is a purely quantitative method.

Gravimetric analysis never involves the removal of volatile components of a solid~

The analyte can be identified after precipitation and isolation have occurred.

The amount of analyte lost due to solvation is assumed to be negligible.

Which of the following analytical tech-niques is considered MOST specific for identification purposes?

(A) Mass spectroscopy (B) UV NIS spectroscopy (C) Gas chromatography (D) Thin-layer chromatography

22. Which two features BEST describe ultra-violet radiation?

23.

(A) (B)

(C)

(D)

Long wavelength and high energy Long wavelength and low

frequency Short wavelength and high

fi~equency Shot1 wavelength and low energy

Which ofthe following types of electronic transitions would NOT produce absorption in the UVNIS region ofthe spectrum?

(A) (B) (C) (D)

s __... p* p-+ p"' n __... p* n-+ s*

25.

26.

Hexane will not absorb light in the U region of the spectrum because ther ;s a

(A)

(B)

(C)

(D)

large difference in energy b the bonding and antib orbitals

large difference in energy b the bonding and non-b orbitals

small difference in energy b the bonding and non-b orbitals

sma11 difference in energy b the bonding and antibo orbitals

Which of the following pairs will NOT infrared radiation?

I. H:! and Cl2 II. NH3 and HBr III. CH4 and Br1

(A) I only (B) 11 only (C) I and III only (D) II and III only

Which of the following statements ab patiition coefficient may be true?

l. It does not vary with temperat r ;. I1. The so Jute has to be in the ,1pe

molecular state in both sol e.nts

HI.

(A) (B) {C) (D)

for it to be a constant. The two solutions have be

con centra ted for it to

27.

l

I . . . j

28.

29.

-7-

Which of the following is NOT a stationary phase used in chron1atography?

(A) Alumina (B) Cellulose (C) Silica gel (D) Starch

Item 28 refers to the following information.

A student canies out an experiment using thin-layer chron1atography separation on silica gel and obtains the following results:

Compound Distance Travelled (em)

Compound A 1.5 CompoundB 9.1 Solvent 12.5

The Rr value of Compound A is

(A) 0.07 (B) 0.12 (C) 0.16 (D) 0.73

A solution of 10 g of a carboxylic acid (weak acid) in 1 00 cm3 of water is shaken with 100 cm3 of ethoxyethane. It is found that only 6.5 g of the acid remains in aqueous solution at equilibrimn. The pa1tition coefficient is

(A) 0.054 (B) 0.54 (C) 5.4 (D) 54.0

30.

31.

32.

Which of the following are advant g is of stean1 distillation? I

I I. It occurs under reduced pre s~re.

II. The components do not deco 1~ose. Ill. It provides savings in fuel t.

(A) I and II only (B) I andl Ill only (C) II and III only (D) I, 11 and III

i

I I

Which of the following are important l~ors to consider in detennining the locati 1 ?f a factory? i

I

I. Prox~mity.t~ a potential work o~:ce II. Availability to a mea s i of

. I

transpm1atwn , III. Potential pollution of air, lat nd

water IV. Proximity to raw materials

(A) I, II and III only (B) I, II and IV only (C) I, Ill and IV only (D) I, II, III and IV

Along with silicon dioxide, which following compounds constitutes the impurities of bauxite?

(A) lron(II) oxide (B) lron(IIJ) oxide (C) Carbon dioxide (D) Carbon monoxide

GO ON TO THF. NF.XT PAr,

- 8 -

33.

34.

35.

Item 33 refers to the following fractions of

crude oil.

I. II.

III. IV.

Diesel Petrol Refinery gas Kerosene

The correct order in tenns of INCREASING boiJing points is

(A) I, II, Ill, IV (B) III,I,IV,II (C) III, II, IV. I (D) IV, II, I, Ill

Which of the following products is NOT

produced for commercial purposes by the

e]ectroJysis of concentrated brine?

(A) Chlorine (B) Oxygen (C) Hydrogen (D) Sodium chlorate (V)

In the Bosch-Haber process, N., and H~ can be obtained from X and Y respecti~eJy. Which of the following pairs BEST

describes X and Y?

X y

(A) Ammonium salts Naphtha (B) Ammonium salts Air (C) Air Naphtha (D) Air Ammonium salts

36. Which of the following statements does

NOT accurateJy describe a result of ethanol

consumption?

(A) Digestion occurs in the stomach. (B) Natural inhibitions are re]axed

(reduced). (C) Oxidation occurs in the blood. (D) Reaction time is reduced.

37.

38.

39.

40.

In the electrolysis of brine u ing the

diaphragm cell, two by-produc s re

(A) (B) (C) (D)

chlorine and oxygen chlorine and sodium hydrogen and mercury hydrogen and sodium h

The presence of phosphate ions ( . 4 J-) can be detected using

(A) (B)

(C) (D)

ammonium molybdate potassium hexacyano

solution potassium thiocyanate s sodiun1 thiosulphate

J 1tion

I late( II) C d f l I I II I . mnpoun s o su P. 1~r sue 1 .as. s~ p 11tes are used as food additives. This 1 l1.ecause they I

I (A) improve the flavour of ft i (B) help to enhance the colo ~f food (C) inhibit the oxidation ofun a: trated

(D) fats

help to preserve the dehydration

Which of the following sulphuric acid'?

I. Fet1ilizer n. Paint IIJ. Fibre IV. Detergent

(A) I. II and Ill only (B) 1, Ill and lV only (C) II, Ill and JV only (D) L 11, JH and JV

GO ON TO THE NEXT P Cftf.

by

use

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:t.f . t;;:.:1 ;o-.:,-

11t J 'l'i~t -I _j .. _j

41 .

42.

43.

Which of the following is NOT a green-

house gas?

(A) (B) (C) (D)

Amn1onia Carbon dioxide Methane Water vapour

-9-

,

Item 44 refers to the following sch 1 atic

diagram.

Nitrogen _., N ~~--:-:R:-:-ai_n7a_n_d-tt--;r-, fixation ...-l 2 J lightning Li

Deni trifying bacteria

)Nitrifying bacteria

!X

l J

Items 42-43 refer to the following description:

Organic f

wr..._Decay. N ~~~r 2

4 Plants y I J

Aerosol propellants such as Freon-11,

CC13F, are of 111ajor concern because of their photochen1icaJ reaction with ozone,

0 3 Ultraviolet radiation in the stratosphere

produces chlorine radicals, which th(m react with ozone, producing oxygen.

A balanced equation for the photochemical

decon1position of Freon-II is

(A} CC13F(g) hr ) 2Cl(g) + CCIF

(B) CC13F(g) hr > CCl3(g) + F(g)

(C) CC13F(g) hf ) Cl(g) + CCl2F(g)

(D) CC13F(g) hr ) 3Cl(g) + CF(g)

A balanced equation for the production of oxygen from ozone is

(A) (B) (C) (D)

0 1(g) + Cl(g)---.. O(g) + CIO, (g) O~(g) + Cl(g)---.. CIO(g) + 0 7 (g) O~(g) + CI-(g) ~ O(g) + ClO., :(g)

O~(g) + CI-(g)---.. O.,(g) + CJO-(g)

44.

45.

compounds

Bacteria ... ~

W would MOST JikeJy be

(A) (B) (C) (D)

nitrates nitrites nitric(V) acid ammonium salts

i.i

I I Bacteria

Which of the following plastic ~~ re biodegradable? :

.

(A) Low density polyethene (B) Polythene terephthalate . 1 (C) Po1y (3 - hydroxybutano1c ac dO (D) Polyvinylchloride I i

END OF TEST

CHECK YOUil WORK ON THIS TE ~ ~ .

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.. TEST CODE 02212010 FORM TP 2011155 MAY/JUNE 2011

CARIBBEAN EXAMINATIONS COUNCIL

ADVANCED PROFICIENCY EXAMINATION

CHEMISTRY- UNIT 2

Paper 01

90 minutes

( 07 .JUNE 2011 (p.m) )

READ THE FOLLOWING INSTRUCTIONS CAREFULLY.

1. This test consists of 45 items. You will have 90 minutes to answer them. "

2. In addition to this test booklet, you should have an answer sheet and a ~ata Booklet.

3. Each item in this test has four suggested answers lettered (A), (B), (C), (D). Read each item you are about to answer and decide which choice is best.

4. On your answer sheet, find the number which corresponds to your item and shade the space havi~g the same letter as the answer you have chosen. Look at the sample item below.

Sample Item.

vyllich of the follo~ing is tp.e HIGHEST energy transition in an org::mic compound?

(;A) .n to 0'* (B) n to 1t* (t) :a to cr* CP). .' 1t to 1t*

.. ..

-...

Sample Answer

Th~{l;>e,stanswer to this item is "cr to cr*", so answer space (C) has been shaded. ~ . . . '.

5. !(you want to change your answer, be sure to erase your old answer completely and fill in your new choice.

6. When you are told to begin, tum the page and work as quickly and as carefully as you can. If

you cannot answer an item, omit it and go on to the next one. You can come back to the omitted

item later. Your score will be the total number of correct answers.

7. You may do a:o.y rough work in this booklet.

8. Figures are not necessarily drawn to scale.

9. The use of silent, non-prograrmnl:lble calculators is allowed.

DO N.OT TURN THIS PAGE UNTIL YOU ARE TOLn TO DO SO.

Copyright 2010 Caribbean Examinations Council All rights reserved.

1.

-2-

Which statement is true about carbon-carbon bonds?

(A)

(B)

(C)

(D)

A double bond is made of a sigma bond and a pi bond.

There is a higher electron density between the atoms in a single bond than in a double bond.

The distance between the nuclei of the carbon atoms is shorter in single bonds than in double bonds.

Single bonds are more reactive toward II\ost reagents than double bonds.

2. When butan-1-ol is dehydrated in a suitable piece of apparatus, the product is

3.

(A) (B) (C) (D)

butane butene but-1-ene but-2-ene

It is true that an electrophile must have

(A) (B)

.- (C) ' (D)

a positive charge a negative charge a non-bo~~ng electron . an oxygen or nitrogen atom

4. ; The c9rrect IUPAC name for the structural : formula

.~ . : .

(A) 2, 2, 4-trimethyl pentane (B) 2, 2, 4-trimethyl octane (C) 2, 4, 4-trimethyl pentane (D) 2, 4, :4-trimethyl octane

5.

6.

In the reaction between the ethene and bromine, which statement(s) about the reaction mechanism may be true?

I.

II.

III.

(A) (B) (C) (D)

A carbocation forms in the rate determining step.

A dative covalent bond forms between the bromide ion and the carbocation;

Heterolytic fission of the bromine-bromine bond occurs.

I only I and II only II and III only I, II and III

Which of the following compounds is MOST likely to undergo hydrolysis?

(C)

(D) Cl -- Cl

I l - 3 -

7. Which of the following is a pair of optical isomers?

CH3 CH3 I l

(A) . CH3-C-OH . HO-C-CH3 I I

CH3 CH3

H H I I

(B) C~Hs-C-OH HO-C-C2Hs I (~ I CH3 CH3

H H H H H H H H I I I I I I I I

(C) H-C-C-C-C-OH HO-C-C-C-C-H I I I I I I I I

H H H H H H H H

CH3H H CH3 I I I I

(D) H-C-C-OH HO-C-C-CH3 I I I I CH3H H CH3

8. Hydrog~n cyanide adds to ethanal but not to ethene because (A) . .~thanal is more susceptible to electrophilic attack than ethene (B' :ethanal is more susceptible to free radical attack than ethene (C) .. _. ethanal is rn:ore susceptible to nucleophilic attack than ethene CP,) .::.:the additionproduct formed with ethene would be unstable

.: . to,' I

.. ~ . .

{i() ()l\T T() Tl-TP 1\TP YT PAn H'

9.

10.

-4-

Item 9 refers to the molecule shown in the following diagram.

0

The above molecule is responsible for the flavour in spearmint bubble gum. Which statements about it are correct?

I. II.

m.

(A) (B) (C) (D)

It will decolourize bromine. It will be oxidized by hot aqueous acidified K.MnO 4

It will give a positive test with Tollen's reagent.

I and II only I and III only II and III only I, Ilandill

Item 10 refers to the following reaction.

~Br ;The. pn;>duct of the following reaction is f.oml.ed by (A) free radical substitution (B) nucleophilic substitution (C) elimination reaction (D) electrophilic substitution

11.

12.

13.

At which of the carbon atoms (indicated by an arrow and labelled (A), (B), (C) and (D)) in the molecule below is nucleophilic attack MOST likely?

H ~0 "c / CD)

. A ~CH 3 \CH 2 Br

(C) ~ '---------- (A)

(B)

The complete reaction of phenol with aqueous bromine is characterised by a

(A)

(B)

(C)

(D)

brown precipitate, a brown solution and a sweet smell

brown precipitate, a colourless solution and a sweet smell

white precipitate, a colourless solution and an antiseptic smell

white precipitate, a brown solution and an antiseptic smell

Which of the following is NOT true about condensation polymerisation?

(A) The molecular mass of the polymer is a multiple of the combined masses of its monomers.

(B) The polymer can be hydrolysed to form its monomers.

(C) Tht? polymer has physical and chemical properties that differ from the monomer units.

(D) Small molecules are eliminated during the condensation process.

i - 5-I

_l

14. Which of the following compounds would 18. Which of the following graphs illustrates

i release a proton MOST readily? the titration of dilute sulphuric acid with

- potassium hydroxide solution?

(A) CH3CH20H 14b:C (A) (B) C~COOH pH 7

(C) C6H 50H

(D) CH30H Vol of~ so,. (B) 14lL pH

15. A sample of an organic compound with a 7 mass of 0.816 g w~s completely burned in oxygen and fourid to produce 1.55 g of carbon. dioxide and 0.955 g of water only. Vol ofH1 S04 The empirical formula of the compound is (C) 14~ pH (A) C2H60 7 (B) C2H402 (C) CzHz04 Vol of H2 S04 (D) C4H80 (D) 14LC pH

16. Which of the following pieces of apparatus 7 possesses the HIGHEST degree of uncer-tainty in measurement? Volof~S04 (A) Burette

_.(B) . Beaker 19. Which of the following statements about (C) .~ Pipette gravimetric analysis is NOT true?

:cP) ' Measur~g cylinder . ~ ' (A) Gravimetric analysis is a purely

Item 17 refers_ to: the following burette quantitative method.

(B) Gravimetric analysis never involves r~ad~g~: the removal of volatile compo-

--;.,

;2-5:1, ': :25.2, 24.9, 24.8 nents of a solid.

(C) The analyte can be identified after

17. ;The standard deviation of the readings p:r;ecipitation and isolation have occurred.

above is (D) The amount of analyte lost due to solvation is assumed to be negli-

(A) 0.10 gible. (B) 0.13 (C) 0.15 (D) 0.18.

GO ON TO THE NEXT PAGE

-6-

20. Treatment of a 10.00 g sample containing a chloride salt with excess silver nitrate solution produced 8.08 g of silver chloride. (Ag = 108, Cl = 35.5) The expression for the percentage of chloride in the sample is

(A) 143.5 X 8.08 X 100 35.5 X 10.00 35.5 X 10.00

X 100 (B) 143.5 X 8.08 :

(C) 35.5 X 8.08 X 100 143.5 X 10.00

(D) 143.5 X 1Q.Q0 X 100 35.5 X 8.08

21. Which of the following will NOT affect the accuracy ofthe results in a titrimetric analysis?

(A) Purity of reagents v- ;>"1.:>

(B) Adding excess water to the conical flask

(C) Blowing the reagent out of the pipette tip

(D) Overshootj.ng the calibration mark of the voll:unetric flask

:' .. 22. The structural features which cause

:: ~~sorj}tion in the_ UV NIS region of the .:t~c~otnagnetic spectrum are known as

.. ' .

:f

.. (~) : -cr bonds 1.03) cbromophores :(C) isolated 1t bonds (D) lone pairs of electrons

23.

24.

25.

Hexane will not absorb light in the UV/visible region of the spectrum because there is a

(A) large difference in energy between the bonding and antibonding orbitals

(B) large difference in energy between the bonding and non-bonding orbitals

(C) small difference in energy between the bonding and non-bonding orbitals

(D) small difference in energy between the bonding and antibonding orbitals

Which of the following pairs do NOT absorb infrared radiation?

I. ~OandHI II. H2 and Cl2 III. NH3 and HCl rv. N2 and Br2

(A) -I and III only (B) I and IV only (C) II and III only (D) II and IV only

In which of the following processes is infra-red spectroscopy MOST likely used?

I. Monitoring atmospheric pollution II. Breath-alcohol analysis

III. Quantitative analysis ~

(A) I only (B) II only (C) I and II only (D) I and III only

GO ON TO THE NEXT PAGE

l I ; .

,_._

26.

-7-

In the mass spectrometer, a molecular ion is formed from a compound by

(A) (B) (C) (D)

loss of a proton gain of an electron loss of an electron fragmentation of the compound

27. Which of the following is NOT a visualising

agent in chromatography?

(A) (B) (C) (D)

Cellulose Iodine Ninhydrin Ultraviolet light

Item 28 refers to the following chromatogram which is obtained when a 1 : 1: 1 : 1 mixture of ethanol,

propan-1-ol, butan-1-ol and hexan-1-ol is analysed by gas-liquid chromatography.

I

II m

IV I Ethanol

II Propan -1- ol

III Butan -1- ol

N Hexan -1- ol

0 5 10

Retention time (min)

28. Which i,ompound is .present in the IDGHEST concentration?

1 i,' I

(A)' Ethanol $): . Butan-1-ol (C): . Hexan-1-ol (D)'

I l I. I. I I

- 8 -

Item 29 refers to the following boiling point composition curves for three mixtures ..

c__ _______ - ---

I II III

29. Which of the following CANNOT be completely separated by fractional distillation?

30.

(A) I only (B) II only (C) I and II only (D) II and III only

Which of the following statements about a partition coefficient may be true?

I. It does not vary with temperature. n.. The solute has to be in the same

molecular state in both solvents for it to by a constant.

-III. The two -solutions have to be .: concentrated for it to be a constant.

t

~ . ' ..

,{1\). .. ::cfi3). CY> CD} . .-:

I only II only I and II only I, II and :Q:I

31. \Vhich of the following are important factors to consider in determining the location of a factory?

L II.

III.

Iv.

(A) (B) (C) (D)

Proximity to raw materials Proximity to a potential workforce Potential pollution of air, land and water

Availability to a means of transpor-tation

I, II and III only I, II and IV only I, III and IV only I, II, III and IV

,

32. When extracting aluminium from its bauxite ore, the bauxite is

(A) electrolysed (B) heated with carbon (C) dissolved in molten cryolite to

reduce the melting point (D) dissolved in molten cryolite to

reduce electricity costs

GO ON TO THE NEXT PAGE

l I

I. i

33.

34.

35.

- 9-

Which of the following is represented by C 1 - C4 hydrocarbons?

(A) (B) (C) (D)

Kerosene Diesel oil Gasoline Refinery gas

Item 34 refers to the following fractions of crude oil.

I. IT.

III. IV

Diesel Petrol Refinery gas Kerosene

The correct order in terms of increasing boiling point is

(A) I, II, Ill, IV (B) Ill, I, IT, IV (C) III, II, I, IV (D) III, II, IV, I

The essential ~onditions for the Haber process are

(A) ?- Atm pressure, 400 oc, iron catalyst (~);. 2 Atm pressure, 450 oc, no catalyst Cfl. . f'OO Atm pr~ssure, 450 C, iron . . . ::catalyst

(Dji . : .. 200 Atm pressure, 1000 oc, no .(. . _: -~atalyst

36. In the production of sulphuric acid by the contact process the following exothermic

37.

38.

reaction takes place:

Which of the following conditions would favour the forward reaction?

I. IT. III.

(A) (B) (C) (D)

Low pressure Excess oxygen Low temperature

I only I and II only II and III only I, II and III

Item 37 refers to the manufacture of chlorine by the electrolysis of brine using the diaphragm cell.

The anode is made up of

(A) steel (B) graphite (C) platinum with a coating of asbestos (D) titanium wi~h an inert coating of

ruthenium (IV) oxide

For which TWO of the following industrial products is chlorine MOST widely used in their manufacture?

I. Solvents II. Sodium chloride

III. Poly'Viny !chloride IV. Chlorofluorocarbons

(A) I and II only (B) I and III only (C) II and III only (D) II and IV only

- 10-

39.

40.

41.

Which of the following industries use sulphuric acid?

I. Fertilizer II. Paint

IIi. Fibre IV. Detergent

(A) I, II and III only (B) I, III and IV only (C) II, III and IV only (D) I, II, III and IV

Which of the following is a disadvantage of using chlorine for water purification?

(A) Chlorine promotes eutrophication. (B) Chlorine contributes to the

depletion of the ozone layer. (C) Toxic chlorinated hydrocarbons

may be formed. (D) Toxic chlorine gas may threaten

nearby homes.

Which of the following ions are significant contributors to eutrophication?

. I. PCP-4

. ''.

. Iv. .. CI-: ...

. ...

. .. (A). .. I and II only ; :. (B) : ' I and Ill only ... (C) I, II and III only . (D) I, II, III and IV

42. Which of the following compounds is NOT a primary pollutant?

(A) Carbon monoxide (B) Nitrogen dioxide (C) Nitrogen monoxide (D). Sulphur dioxide

43.

44.

45 .

When chlorofluorocarbons are ilnpacted by ultraviolet radiation, chlorine radicals are formed in preference to fluorine radicals. This occurs in the upper atmosphere because

(A) the chlorine radical is more reactive than the fluorine radical

,(B) the fluorine radical is more reactive than the chlorine radical

(C) the bond enthalpy of the C - Cl bond (340 kJ mol-1) is less than that of the C - F bond ( 484 kJ mol-1)

(D) the bond enthalpy of the C - Cl bond corresponds to the energy of the ultraviolet radiation

Which of the following may be a result of light-induced reaction of pollutants in the air?

I. Global warming II. Photochemical smog III. Greenhouse effect

(A) (B) (C) (D)

I only II only I and III only I, II and III

Which of the following plastics are biodegradable?

(A) (B) (C) (D)

Polythene terephthalate Low density polyethene P-oly (3 - hydroxybutanoic acid) Polyvinylchloride

IF YOU FINISH BEFORE TIME IS CALLED, CHECK YOUR WORK ON THIS TEST.

1.

2.

-2-

Which of the following pairs of formulae is true for butanoic acid?

Molecuhnr EmpJirical lFonnu.nla Formula

(A) C4Hs02 CH20 (B) C4H60z CH20 (C) C4Hs02 . C2H 40 (D) C4H80 C2H 40

Cotnbustion analysis of 0.18 g of an organic cmnpound produces 0.396 g of carbon dioxide

and 0.216 g of water. The empirical formula of the compound, given that it contains carbon, hydrogen and oxygen only, is

(A) CzHs04 (B) C3H 80 (C) C4H80 (D) C6Hl60z

,w

3.

(A)

(B)

(C)

(D)

The compo_und which shows both cis-trans isomerism and optical isomerism is

H H

"" /

c c H /

"" /

c c C-H /j"'- /

" " H H H Br H H

Cl Cl

" /

c c /

" c C-H /I" / " H H H Cl

. H

H H

"" /

c c /

"" c c- H

/I"- / " H H H H Br

H H ., /

c c /

" c C-H /I"- /

" H H H H H

4.

- 3-

When propane reacts with CI2

(g) in the presence of sunlight, two possible mono-substituted products, 1-chloropropane and 2-chloropropane are formed. What is the ratio of 1-chloropropane to 2-chloropropa.ne?

(A) (B) (C) (D)

1:2 1:3 2:1 3: 1

5. The formula, C6~5 COOH. indicates that

6.

(A) (B) (C) (D)

an acid group is present the componnd is ketone the cotnpound is derived from hexane seven carbon atoms are arranged in a chain

In the reaction between ethene and bromine, which statements about the reaction mechanism may be ttue?

I. A carbocation fonns in the rate detennining step.

II. A dative covalent bond forms between the bromide ion and

.ethene. III. Heterolytic fission of the bromine-

bromine bond occurs.

(A) I only (B) land II only (C) II and III only (D) I, II and III

1'1tf

7.

8.

The equation for the formation of the anaesthetic, CF3CHBrCI. is

CF CH Cl Brz --j. .CF3CHBrCI. 3 2

The type of reaction occurring is

(A) electrophilic substitution (B) free radical substitution (C) nucleophilic addition (D) nucleophilic substitution

Ethanol can be formed by the following reaction:

The mechanism used is

(A) (B) (C) (D)

electrophilic addition nucleophilic addition electrophilic substitution nucleophilic substitution

-4-

9. 2-hydroxy- 2 -tnethylpropanoic acid c~m befonned from propanone in the two steps, illustrated below.

10.

CH3 J

CH3 -C-C=N . I .. St~ep X >

OH

StepY >

CH3 O I 4 CH3 -c-c

I "' OH . OH

Which of the following statements about these steps may be true?

L Step X involves nucleophilic addition. II. Aqueous potassium cyanide is the reagent in Step X.

III. Step Y involves hydrolysis.

(A) !only (B) I and II only (C) II and III only (D) I, II and III

Which of the following compounds will NOT decolotnizebromine water but will decoloUlize potassium manganate(Vll) on wanning?

(A) Butane (B) EU1a.nol (C) Ethene (D) Ethanoic acid

11. A compound, X, reacts with

I.

II.

III.

2, 4-dinitrophenylhydrazine (DNPH) to give an orange precipitate

Fehling's solution to give a red precipitate

aqueous alkaline iodine to give yellow crystals

Compound X is MOST likely

(A)

(B)

(C)

(D) CH2 COCH 3 @-cuo

12.

-5-

Ite1n 1Z refers to the following reaction.

c&Br The product of the following reaction is fonnedby

(A) an elimination reaction (B) electrophilic substitution (C) free radical substitution (D) nucleophilic substitution

13.

hem 13 refers to the following structure of tyrosine.

co2 n: I .iHlzN-~-- JHi

ClHI:z

Olffi

The pH of tyrosine is MOST likely

(A) 2.1 (B) 5.6 (C) 7.0 (D) 9.0

Jl4. Which of the following is NOT true of addition polymerisation?

(A) Only one type of polymer is formed. (B) The molecular mass of the polymer is a multiple of the monomer unit. (C) The polymer is readily hydrolysed to the monomer. (D) The physical and chemical properties of the polymer are different from those of the monomer.

15. Which of the following is t:J.ue for starch and glucose?

Sta.:rd11 ""!t:r..a., Ghncos~

(A) High solubility in water High solubility in water

(B) Low solubility in water Low solubility in water

(C) Gives blue/black colour with iodine Gives blue/black colour with iodine

(D) No reaction with Fehling's solution Reduces Cu2+ in Fehling's solution to red/brown CuzO h

GOONTOTHRNRXTPAGE

16.

17.

13.

19.

-6-

Which of the following sets of titration readings is the MOST precise?

(A) 25.1 25.5 25.1 25.2

(B) 24.9 24.5 25.2 25.4

(C) 25.0 25.0 24.9 24.8

(D) 25.0 24.5 24.8 24.6

Which of the following is NOTa property of a primary standard?

(A) (B) (C) (D)

Does not undergo hydrolysis Low relative molecular mass Obtainable in a pure state Very soluble in water

What is the concentration (tnol dm-3) of an aqueous solution that contains 63.3g of K 3Fe(CN)6 in 1.0 dm

3 of solution? [The relative formula mass ofiSFe(CN)5 is 329.2.]

(A) 1.92 x 1 o-1 (B) 2.95 X 1()4 (C) 3.11 X l0-3 (D) 5.77 X lo-1

Naturally occurring Element X has four isotopes: 50X, 52:X, 53X and 54X. They hav~ percentage abundance of4.31, 83.76, 9.55/ and 2.38 respectively.

What is the relative atomic tnass of X?

(A) 52.00 (JB) 52.06 (C) 52.25 (D) 53.00

20.

21.

22.

Treatment of a 10.00 g sample containing a chloride salt with ex:cess silver nitrate sol uti on produces 8.08 g of silver chloride. (Ag= 108, Cl = 35.5)

The expression for the percentage of chloride in the sample is

(A)

(B)

(C)

(D)

35.5Xl0.00 xlOO 108X8.08

35.5x8.08 x 100 108>

-7-

23. vVhich of the following alkenes has the wavelength of maxim tun absorption, A. max ?

24.

25.

26.

(A)o (B)o~ ~ /}

(C)o (D)o Which ofthe following equations goven1s the determination of an unknown compound, X, in a solution by UV NIS spectroscopy?

(A) (B) (C) (D)

log10 (I/1) = E c L 1 ogiO (IIlo) = E c L log10 (!0 /I) = E L [X] 1 og10 (I/10 ) = E L [X]

Which of the following pairs do NOT absorb infrared radiation?

I. H 20 and HI II. H2 and Cl2

III. Nl-13 and HB r IV. CH4 and Br2

(A) I and III only (B) I and IV only (C) II and III only (D) II and IV only

Which of the following species is NOT a,,.~ significant fragment from the mass spectrum of ethanol?

(A) (B) (C) (D)

C2H

50H+

CzHs+ CH

3+

OH+

27.

28.

Which of the following is NOT a stationary phase used in chromatography?

(A) (B) (C) (D)

Alumina Cellulose Silica gel Starch

Item 28 refers to the following information.

Sample X is a mixture of substances. X was separated into its components using paper chromatography simultaneously with individual samples of e, f, g and h. The chromatograph produced is shown below.

Sample X e f g h

Which substances are MOST likely present in Sample X?

(A) e, f, g (B) e,f, h (C) e,g,h (D) e, f, g, h

29.

3({).

- 8-

A solution of 10 g of a carboxylic acid (weak acid) in J 00 cxn3 of water is shaken with 100 cm3 of ethoxyethane. It is found thaton.ly

6.5 g of the acid remains in aqueous solution at equilibrium. The pattition coefficient is

(A) 0.054 (B) 0.54 (C) 5.4 (D) 54

!tern 30 refers to the following apparatus

used in organic preparations.

For which of the following is the apparatus NOT suitable?

(A) Conyersion of phenylamine to

31. Which of the follownng are important factors

to consider in detennining the location of a factory?

I. Prmdmity to a potential workforce II. Availability to a xneans of

transportation HI. Potential pollution of air, land and

water IV. Proximity to raw materials

(A) (B) (C) (D)

I, II and III only I, II and IV only I, III and IV only I, II, III and IV

32. The extraction of aluminiuxn involves the electrolysis of purified bauxite dissolved in molten cryolite, Na3AIF6 . The MAIN

purpose of the cryolite is to

(A) (B)

(C)

(D)

prevent the oxidation of the anodes increase the electrical conductivity of

the melt reduce the: Inelting point ... of the mixture

prevent the reoxidation of the alwniniurn formed at the cathode

bew.....enediazonium chloride 33. In the fractional distillation of crude oil, the

different fractions are separated based on

their (B)

(C)

(D)

Conversion of butan .._, 1 - ol to 1 - bromobutane

Oxidation of propan - 2 - ol to-" propanone

0Jlidation of methanol to methanoic

acid

(A) polarity (B) volatility (C) viscosity (D) solubility

34. Penn entation of sugars to alcohol is controlled by a sexies of enzytnes collectively known as

(A) amylase (B) lipase (C) sucrase (D) zymase

GOONTOTHENEXTPAGE

35.

36.

37.

-9-

In the Bosch-Haber process, N2 and H2 can be obtained from X andY respectively. Which of lhe: following pairs BEST describes these sources?

X y

(A) Ammonium salts Naphtha

(B) Ammonium Air salts

(C) Air Naphtha

(D) Air Ammonium salts

Which of the following ate consequences of the consmnption of alcohol?

I.

II. III.

(A) (B) (C) (D)

Depresses the central nervous system

May cause liver disease Reduces manual dexterity

I and II only I and III only II and III only I, II and III

In the electrolysis of brine using the diaphragm cell, two by-products are

(A) chlorine and oxygen (B) chlorine and sodimn (C) hydrogen and mercury (D) hydrogen and sodiwn hydroxide

38. Chlorine is the active component for swimming pool disinfectants, although it is a poisonous gas. Which salt below is used as a safe chlorine source?

(A) HClO (B) CaCI2 (C) NaClO (D) NaC103

39. V\fhich of the following industries use sulphuric acid?

40.

I. II. III. IV.

(A) (B) (C) (D)

Fettilizer Paint Fibre Detergent-

I, II and III only I, III and IV only II, III and IV only I, II, III and IV

The biological oxygen demand (BOD) of water measures the amount of oxygen

(A) (B)

(C)

(D)

present in a fKxed volume of water produced by aquatic plants in photosynthesis

needed by microorganisms as they decompose organic matter

used by aquatic organisms during respiration

; . .,

4JL

42.

- 10-

The presence of phosphate ions (PO/-) can be detected using

(A) (B) (C) (D)

arrunoniwn molybdate sodiwn th.iosulphate potassium thiocyanate solution potassium hexacyarioferrate(Il)

solution

. Chlorofluorocarbons undergo homolytic

fission by being exposed to ultraviolet light in

the stratosphere.

Which radical could result from CI-IzFCF2Cl?

(A) (B) (C) (D)

"CH2CF2Cl CH2F"CF2 "CHFCF2Cl CH2F"CFCI

43. Which of the following statements on

environmental effects is true?

(A)

(B)

(C)

(D)

Greenhouse effect leads to global wanning.

Global warming leads to greenhouse effect.

Photochemical smog leads to global warming.

Eutrophication leads to greenhouse effect.

44.

45.

Item 44 refers to the schematic diagram

below.

Nitro~ Rain and ,_~fi,_x-a~tion ~ lightning

Denitrizying j bacteria Nitrifying

bacteria

Organic N2

compounds

~ Plants

Bacteria z Bacteria

W would MOST likely be

(A) nitrates (B) nitrites (C) nitric(V) aci.d (D) ammonium salts

The burning of polyvinylchloride, PVC, is

considered an improper disposal tedmique

because PVC

(A) forms toxic products (B) causes acid rain (C) destroys the ozone layer (D) has a very high melting point

IFYOUF!NJIlt-IBEJl.iORET!MEISCALLED,CHECJKYOUl-tWORJI'ONTillS'IEST.,

0221201 O/CAPE20 l 0

/ .,.,.,

---

.I -iiiiiii

= --""""'"Z'

~ -iii.iii -

TESTCODE02212010 FORMTP2009158 1vfA Y/JUNE2009

CARIBBEAN EXAMINATIONS COUNCIL

ADVANCED PROFICIENCYExAM1:NATION

CHEMISTRY- UNIT 2

PaperOl ..

90minutes

(o9 JUNE 2009 (p.m.D READ TBE FOLLOWING INSTRUCTIONS CAREFULLY.

1. This test consists of45 items. You will have 90minutesto answerthem.

. 2. In addition to this test booklet, you should have an answer sheet.

3. Do not l;>e concerned that the answer sheetprovides spaces formore answers than there are items in this test.

4. Eachiteminthiste:Stbasfoursuggestedanswerslettered(A),(B);(C),{D). Readeachitemyou are about to answer and decide which choice is best.

5. On your answer sheet, find thenumberwhichcorrespondsto your item andsb.aciethe spacehavmg the same letter as the answer you hav~ chosen. Look at the sample item below.

Sample Item

Wbichofthe following is the HIGHEST energy transition in an organic compound?

(A) (B) (C) (D)

n to cr* n to 1t* cr to cr* 1t to 1t*

Sa.mpleAnswer

@G@

The best answer to this item is "cr to cr*", s6 answer space (C) has been shaded.

6. If you want to change your answer erase it completely before you fill in your new choice.

7. When you are told to begin, turn the page and work as quickly and as carefully as you can. If you cannot answer an item, omit it and go on to the next one. Your score will be the total number of correct answers.

8. You may do any rough work in this booklet

9. Figures_ are not necessarily dra \ltn to scale.

10. The use ofnon-programmable calculators is allowed.

DO NOT TURN THIS PAGE UNTIL YOU ARE TOLD TO DO SO.

Copyright 2009 Carib beanExarninations Council. All rights reserved.

0221201 O/CAPE2009

1.

2.

3.

-.2-

Volatility of organic compo11nds depends on the strength of the intennolecular forces present Which compound below would be the MOST volatile?

(A) CH3CH2C~OH (B) C~CH2CH2C~ (C) CP~CH(CH3)CH3 (D) CH3CH2C:t~COOH

Combustion analysis ofO.l S g of an organic compound produces 0396 g of carbon dioxide and0.216 gofwater. The empirical formula of the compound, given tb.S.t it contains carboil, hydrogen and oxygen only, is

(A) C3H 80 (B) C4H10 (C) C2H 10 4 (D) ~6HI60l

The couect IUPAC name for the structural formwa

H CH3 CH3 I I I

H-C-CCH2CHCH3 is I I

H CH3

(A) -~ 2, 4-trimethyl pentane (B) 2, 2, 4-trim.ethyl octane (C) 2, 4, 4-trimethyl pentane (D) 2, 4, 4-trimetbyl octane

4. Which of the following compounds show optical activity?

I. ~CH(OH) COOH II. HOCH = CHOH . m. ~CH (CI) c~ N. HC(Br)ICl .

(A) I and II only (B) I and N only (C) ll and m only (D) .illandlVonly.

. 02212010/CAPE2009

5.

6.

7.

A motorist suspects that his gasoline is contaminated \vith ethanol. Which reagent can the motorist use to detect the presence of ethanol?

(A) Br2 (aq) (B) ~(aq) (C) NaOH (aq) (D) KMnO 4 (acidified)

In the reaction between the ethene and bromine, which statements about the reaction mechanism. may be true?

L A carbocation forms in the rate detmnining step.

IT. A dative covalent bond forms between the bromi~ ion and the carbocati.on.

m. Heterolytic fission of tb~ bromine-bromine bond occurs.

(A) Ionly (B) I and ll only (C) !Iandillonly (D) I, II and ill

Which of the following does NOT descnbe a nucleophile?

(A) Lewis acid (B) Lewis base (C) Species with a lone pair (D) Reagent which attacks electron

deficient sites in molecules.

GO ON TO THE NEXT PAGE

-3-

8. 2-hydroxy- 2 - methylpropanoic acid can be formed from p~opanone in two steps, illustrated below.

9.

CH3 I CH3 -C-C:::N I

Step Y ).

OH

Which of the following statements about these steps may be true?

I. Step X involves nucleophilic addition. IT. Aqueous potassium cyanide is the reagent in Step X. ill. Step Y involves hydrolysis.

(A) Ionly (B) I and II only (C) ITandillonly (D) I, II and m

Item 9 refers to the following reaction.

Reagent >

Br

The reagent in the above reaction is

(A) Br2 I sunlight (B) Br2 I FeBr3 (C) Concentrated ~S04 I cone. HN03 (D) Concentrated HCl/ Sn

10.

Item 10 refers to the following reaction.

The product of the following reaction is formed by

(A) free radical substitution (B) mtCleophilic substitution (C) an elimination reaction (I)) electrophilic substitution

11. Which of the following compounds is the strongest acid?

GO ONTO THE NEXT PAGE 02212010/CAPE2009

-.4-

12. \Vbich of the following options is correct for the conjugative, positive inductive and negative inductive effect, shown by the structures below?

13.

OH

t Q @ 70 R lo~L I H- C--7-0 I H (A) Negative inductive Positive inductive Conjugative

effect effect effect

(B) Conjugative Negative inductive Positive induct:i:ve --effect effect

(C) Negative :inductive Conjugative effect effect

(D) Positive inductive Conjugative effect effect

'Which of the following is NOT 1rue about condensation polymerisation?

(A) Themolecularmas8 ofthepolymer is a multiple oftb.e combined. masses of its monomers.

(B) The polymer can be hydrolysed to form its monome.r:s.

(C) The polymer has physical and chemical properties that differ from the monomer units.

(D) Small molecules are eliminated during the condensation process.

14.

effect

Positive inductive I

effect

Negative inductive effect

The repeating unit obtained from the addi:tion polymerisation of the mono~ CHCl = CHCl is

H H H H I I I I

(A) - c- c - c - c -I I I I

c1 a a a

H . H I I

(B) -e-e-l I

CI Cl

Cl H I I

(C) -e-e-l I

Cl H

Cl H Cl H I I I I

(D) -c-c-c- c-1 I I I

Cl H Cl H

GO ON TO THE NEXT PAGE

0221201 0/CAPE2009

16.

17.

18.

-5-15. Which of the following is true for glucose and starch?

Starch Glucose

(A) High solubility in water High solubility in water

(B) Low soh~bility in water Low solubility in water

(C) Gives blue/black colour with iodine Gives blue/black colour with iodine

(D) No reaction with Fehling's solution Reduces Cu2+ in Fehling's solution

Which of the following pieces of apparatus possesses the HIGHEST degree of uncertainty in measurement?

(A) Burette (B) Beaker (q Pipette (D) Measuring cylinder

Which of the following is NOT an instrument used in titrimen-y?

(A) Barometer (B) Thermometer (C) Potentiometer (D) Conductivitymeter

The concentration of an ammonia solution is determined by titrating 25.0 cm3 ag3.inst 0.2 J?Ol dm-3 sulphuric acid to give an end point of27 .5 cm3

The concentration of ammonia ("mmol dm:l) is given by

(A)

(B)

(C)

(D)

0.2x 27.5 25

0.2x27.5 2x25

2x0.2x27.5 25

2x 0.2x 25 27.5

19.

20.

to red/brown Cu20

Which of the following statements about gravin;letric analysis is NOT 1rue?

(A) Gravime~c analysis is a purely quantitative method.

(B) Gravimetric analysis never involves therernovalofvohrtilecornpon~ ofasolid. .

(C) The analyte can be identified after precipitation and isolation have occurred.

(D) The amount of analyte lost due to solvation is assumed to be negligible.

Treatment of a 10.00 g sample containing a chloride salt with excess silver nitrate solution produced 8.08 g of SI1ver chloride. (Ag= 108, Cl=35.5) The expression for the percentage of chloride in the sample is

(A) 143.5x8.08 xlOO 35.5xl0.00

(B) 35.5xl0.00 xlOO 143.5x8.08

(C) 35.5x 8.08 xlOO 143.5 X 10.00

(D) 143.5 X 10.QQ xlOO 35.5x 8.08

GO ON TO TID~ NEXT PAGE 02212010/CAPE2009

-?-21. \Vhich of the followingutilizesvibrations?

(A) Radio wave (B) Infrared (C) UVNIS (D) X-ray

22. The structural features which cause absorption in the UVNIS region of the

electroma~etic spectrum are known as

23.

(A) crbonds (B) chromoph(!res (C) isolated 1t bonds (D)- lone pairs of electrons

The co~lex ion [FeSCN)2+ has a molar absorptivity (E) of7.0 x 103 (im3 mol-1 cm-1

. The concentration of its solution, which gives an abso:Fbance of 4.2 when measured in a

2cmcell,~

(A) 3 X 1 o-J mol dm-3 (B) 6 x 1 Q-3 mol dm.-3 (C) 3 x 1 0-4mol dm-3

25. W'nich of the following species is NOT a significant fragment from 1he mass spectrum of ethanol?

26. In them_ass spectrometer a molecular ion is formed from a comp~und by

27.

(A) "loss of a proton (B) gain of~ electron (C) loss of an electron (D) fragmentation of the compound

Which oftbe following is NOT a visualising agent in chrO'matography?

(A) Iocline. (B) Cellulose (C) N"mhydrin (D) t.ntraviolet light

(D) 6 x 1 0-" mol dm"3 . 28. Which of the following is LEAST commonly used as a stationary phase in chroma-tography?

24. In an IR spectrum, an absorption at 3400 cm-1 corresponds to an -OH group in a .molecule. (lJ.L m = l~m)

The wavelength corresponding to this absorption is

(A) 0.294 p.m (B) 2.94 J.liD. (C) 29.4 Jlill (D) 294 J.llD

02212010/CAPE2009

29.

(A) Starch (B) Alumina (C) Silie;a gel (D) Cellulose

Which of the following are advantages of steam disti11.a1ion?

I. It occurs under reduced pressure. II. The components do not decompose. ill. It provides savings in fuel cost.

(A) I and ll only-(B) I and ill only . (C) II and ill only (D) I,ll and ill

GO ONTO THE NEXT PAGE

I \

-7-:

30. Which of the following statements about partition coefficient may be true?

I. It does not vary with temperature. II. The solute has to be in the same

molecular state in both solvents for it to be a constant.

m. The .two solutions have to be concentrated for it to be a constant.

(A) !only (B) II only (C) I andll only (D) I, II and ill

31. Which of the following influence location of an industrial plant?

I. Proximity to housing schemes n. Proximity to port m. Goodr~adnetwork

. IV. Good electricity supply

(A) Iandllonly .(B) !IandiDonly (C) II, ill and IV only (D) I, II, m and IV

32. Along With silicon dioxide, which of the following compounds constitutes the main impurities of bauxite?

(A) Iron(II) oxide (B) Iron(lli) oxide (C) . Carbon dioxide (D) Carbon monoxide

02212010/CAPE2009

33.

34.

35.

36.

'Which of the following is represented by cl- c4 hydrocarbons? (A) Kerosine (B) Dieseloi1 (C) Gasoline (D) Re:finezy gas

The nitrogen used in the manufacture of ammonia by the Haber Process is obtained from

(A) fertilizers (B) the nitrogen cycle (C) fractional dist:iJ.lation ofliquid air (D) fractional distillation of crude oil

Which of ~e following is NOT ne:essary for wine making?

(A) Yeast (B) Oxygen (C) Enzyme (D) Carbohydrate

Which ofth.e following are consequences of the consumption of alcohol?

I. Stimulates the central nervous system

IT. May cause liver disease ill~ Reduces manual dexterity

(A) I and IT only (B) I.andillonly (C) rr and ill only (D) I, II and ill

GO ON TO THE NEXT PAGE

- 8-

Item 3 7 refers to the manufacture of chlorine 40. The biological oxygen demand (BOD) of

by the electrolysis of brine using the water measures the amount of oxygen

diaphragm cell. (A) present in a fixed volume of water

37. The anode is made up of (B) used by aquatic organisms during

respiration

(A) steel (C) needed by microorganisms as they

(B) graphite decompose organic matter

(C) platinum with a coating of asbestos (D) produced by aquatic plants in

(D) titanium with an inert coating of photosynthesis

ruthenium (IV) oxide 41. Which o~tb.e following ions are significant

38. For the manufacture of which TWO of the contributors to eutrophication?

following industrial products is chlorine

MOS~widelyused? I. PO/-

I. Solventl II. No; II. Sodium chloride m. Polyvinylchloride m.

SOl-

rv. Cblorofl.uorocaxbons IV. a-

(A) land II (B) land ill (A) Iandl

lonly

(C) Tiandill (B) Iandillonly

(D) llandiV (C) I, nand m only

(D) I, II, m and IV

39. "Which of the following industries use sulphuric acid? 42. A reduc

tion in the ozone layer is believed to

have been caused by the action of

I. F ert:i1fzers II. Paint (A) sulph

ur dioxide

m. Fibres (B) CFCs

rv. Detergents (C) methane

(D) carbon dioxide

(~ I, II and m only {B) I, ill and IV only (C) II, m and IV only (D) I,II,illandN

GO ONTOTHENEXTPAGE

02212010/CAPE2009

43.

/

j ' f

-9-

Which of the following statements on environmental effects is true?

(A) Greehouse effect leads to global war.tniD.g.

(B) Global warmmg leads to greenhouse ~ffect.

(C) - Pbtotochemical smog leads to global warming.

(D) Eutrophication leads to greenhouse effect.

44. Nitrogen monoxide, NO, is respoilSlble for the destruction of ozone in the stratosphere. How can NO be generated in the atmosphere?

I. n.

III.

(A) (B) -(C) (D)

Combustion of fossil fuels Lightning discharge Reduction ofN02 by S02,, both of which are present in the a1mosphere

landllonly Iandllionly IIandillonly L IIandiD

45. Which of the following plastics are biodegradable?

(A) Polythene terephthalate (B) Low density polyethene (C) Poly (3 - hydroxybutanoic acid) (D) Polyvinylchloride

lFYOUFINISHBEFORETIMEIS.CALLED,CHECKYOiJRWORKONTIDSTEST.

0221201 O/CAPE2009

I ' I

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YoumuststgD-be.lo~a~dretun,.thi&bookletwiththe Answer Sheet. Failure to do so may _result in TEST CODE 22212010 disqualificadon. . : ' . . .

FORM TP2008168 MAY/JUNE2008 CARIBBEAN EXAMINATIONS COUNCIL

ADV ANCEDPROFICIENCYEXAMINATION

CHEMISTRY-UNIT2

PaperOl 90minutes

( 15JULY2008(a.m.) )

READ THE FOLLOWING INSTRUCTIONS CAREFULLY.

1. This test consists of 45 items. You will have 90 minutes to answer them.

2. In addition to this test booklet, you should have an answer sheet.

3. Do not be concerned that the answer sheet provides spaces for more answers than there are items in this test.

4. Each item in this test has four suggested answers lettered{A), (B), {q, (D). Read each item you are about to answer and decide which choice is best.

5. On your answer sheet, find the number which corresponds to your item and shade the space having the same letter as the answer you have chosen. Look at the sample item below.

Sample Item

WhichofthefollowingistheHIGHESTenergytransitioninanorganiccompound?

(A) (B) (C) (D)

n to a* n to 1t* cr to 0'* 1t to 1t*

Sample Answer

The best answer to this item is "a to cr*", so answer space (C) has been shaded.

6. If you want to change your answer, erase it completely and fill in your new choice .

7.

8. 9.

10.

Whenyouaretold to be~ twn the page and work as quickly and as carefully as you can. If you cannot answeranitem,omititandgoontothenextone. Yourscorewillbethetotalnumberofcorrectanswers.

You may do any rough work in this booklet.

Figures are not necessarily drawn to scale.

The use ofnon-progranunable calculators is allowed.

DO NOT TURN TffiS PAGE UNTIL YOU ARE TOLD TO DO SO.

Copyright 2008 Caribbean Examinations Council. All rights reserved.

22212010/CAPE2008

AFFLXSEALHERE

-2-

1. Which of the following is true for butanoic 3. The compound which shows both cis-trans acid? isomerism and optical isomerism is

Molecular Empirical H H formula formula

" /

(A) c c H (A) C4Hs02 CH20 /

"' /

(B) C4H602 CH20 c C-C-H (C) C4Ha02 C2H40 /I" / " " (D) C4H80 C2

H40 H H H Br H H

2. A hydrocarbon contains 87.8% carbon and 12.2o/o hydrogen by mass. Its empirical Cl Cl fonnulais

" /

c c (A) CH (B) /

"' (B) CH2 c C-H (C) C2H3 /I"- / "' (D) CJHs H H H Cl H

H H

' /

c c (C) / " c C-H

/I' / " H Br H H H

H H

" /

c c (D) /

' c C-H /I' / ' H H H H H

GOONTOTHENEXTPAGE 222120 l O/CAPE2008

4.

5.

-3-

The carbonyl group is NOT present in

(A) aldehydes (B) ketones (C) alcohols (D) carboxylic acids

Which statement is true about C - C bonds?

(A) A double bond is made of a sigma bond and a pi bond.

(B) There is a higher electron density

(C)

(D)

between the atoms in a single bond than in a double bond.

The distance between the nuclei of the carbon atoms is shorter in single bonds than in double bonds.

Single bonds are more reactive towards most reagents than double bonds.

2221201 O/CAPE2008

6. Which of the following alcohols will NOT be oxidised by acidified potassium chromate (VI)?

(A)

(B)

CH20H I CH -C-H

3 I OH

H I

(C) CH -CH -C -OH 3 2 I

CH 3

CH3 I (D) CH- C- OH

3 I CH 3

7. Which of the following compounds is hydrolysed by water?

(A) C2H50H

(B) C6H5COOH

(C) C6H5CH2Cl

(D) 0 ~- Cl

GOONTOTHENEXTPAGE

8.

9.

10.

-4-

Ethanol can be formed by the following reaction:

The mechanism used is

(A) electrophilic addition (B) electrophilic substitution (C) nucleophilic addition (D) nucleophilic substitution

Hydrogen cyanide adds to ethanal but not to ethene because

(A)

(B)

(C)

(D)

ethanal is more susceptible to electrophilic attack than ethene

the addition product formed with ethene would be unstable

ethanal is more susceptible to nucleophilic attack than ethene

ethanal is more susceptible to free radical attack than ethene

CH 3 Methylbenzene, ~ can react to

produce

Cl

Which reagent and conditions are MOST suitable for the reaction?

(A) (B) (C) (D)

Chlorine with u.v. light Chlorine in the dark Chlorine withAICI3 Concentrated HCl heated under reflux

22212010/CAPE2008

11.

12.

13.

14.

At which of the carbon atoms in the molecule below is electrophilic attack MOST likely?

H ~0 "c / (D)

A ~CH3 \CH 2Br (C) \ ""--.....

..____(A) (B)

A compound gives a white precipitate when shaken with aqueous bromine. The compound could be

(A) C2H4 (B) C2H5COOH (C) C6H50H (D) C2H50H

Which of the following would release a proton MOST readily?

(A) (B) (C) (D)

C~C~OH C}\COOH C6H50H Cf\OH

A possible use for the product formed by the polymerisation of propene, C3H 6, is as a

(A) (B) (C) (D)

fuel liquid disinfectant plastic material

GOONTOTHENEXTPAGE

-5-

15. Which of the following represents the 17. Which of the following will NOT affect the repeating unit obtained from the addition accuracy of the results in a titrimetric analysis? polymerisation of the monomer, CHCl=CHCl? (A) Purity of reagents

(B) Blowing the reagent out of the pipette (A) H H H H tip

I I I I (C) Overshooting the calibration mark of -C-C- c- C- the volumetric flask

I I I I (D) Adding excess water to the conical Cl Cl Cl Cl flask

18. What is the concentration (mol dm-3) in an (B) Cl H aqueous solution that contains 63.3g of

I I ~Fe(CN)6 in 1.0 dm3 of solution? [The -C-C- relative formula mass of~Fe(CN)6 is 3292.]

I I (A) 1.92x IO' M Cl H (B) 2.95 X 104 M (C) 3.11 x 103 M

(C) H H (D) 5.77x 101 M

I I -C-C- Items 19-20 refer to the following information.

I I Cl Cl A student carries out the gravimetli.c analysis

of a soil sample taken from an area surrounding a garage. The soil sample is found to be

(D) Cl H Cl H contaminated with Pb2+ ions. 100 cm3 of a I I I I solution obtained from the sample when mixed

-c- c- C- C- with 25 cm3 of 0.100 mol dm3 HCl yields

I I I I 0.010 g oflead chloride. [The relative formula Cl H Cl H mass oflead chloride is 278.2.]

19. The balanced equation for the reaction between lead ions and hydrochloric acid is

Item 16 refers to the following burette readings: (A) Pb (s) + 2HC1 (aq) ~ PbC12 (s) + 25.1, 25.2, 24.9, 24.8 H2(g) (B) 2Pb (s)+2HCI (aq) ~2PbCl (s)+

16. The standard deviation of the readings is ~(g)

(C) Pb2+(aq)+ 2HC1 (aq) ~ PbCl2 (s) +

(A) 0.245 2H+(aq)

(B) 0.183 (D) Pb2+(aq) + 2HC1 (aq) ~ PbCI2 (aq)

(C) 0.122 +2H+(aq)

(D) 0.033 20. What is the concentration of Pb2+ in the

original solution?

(A) 3.60 X 1 05 mol dm3 (B) 3.60 x 104 mol dm3 (C) 5.40 x 104 mol clm3 (D) 7.20 x 104 mol dm3

GOONTOTHENEXTPAGE 222120 10/CAPE2008

21.

22.

23.

-6-

Item 21 refers to the following regions of the electromagnetic spectrum.

I. II. III. IV.

Visible light X-ray Infrared Ultraviolet

Which of the following is the correct order for increasing wavelength?

(A) (B) (C) (D)

II, III, I, IV II, IV, I, III II, IV, III, I IV, II, I, III

Which two features BEST describe ultraviolet radiation?

(A) Short wavelength and high frequency (B) Long wavelength and high energy (C) Short wavelength and low energy (D) Long wavelength and low frequency

Which of the following types of electronic transition would NOT produce absorption in the UV /VIS region of the spectrum?

(A) (B) (C) (D)

1t--)> 1t* n ~ 1t* 0' ~ 1t*

n~cr*

Item 24 refers to the diagram below which represents the structure of a water molecule.

24. Which of the following would be exhibited by the molecule?

(A) Bending and stretching vibrations (B) Asymmetrical stretching vibrations (C) Bending vibrations (D) Symmetrical stretching vibrations

2221201 O/CAPE2008

25.

Q) u c: 10

'"0 c: ::J

..0 10

-7-

27. Which of the following statements reflect the advantages ofthin-layer chromatography over paper chromatography?

I. II.

III.

(A) (B) (C) (D)

Thin-layer chromatography is slower than paper chromatography. Thin-layer chromatography may be made from different solids, thus a wide variety of mixtures can be separated by careful choice.

Thin-layer chromatography can be used for quickly selecting the best conditions for larger-scale phases.

I and II only land ill only II and III only I, IT and III

Item 28 refers to the following chromatogram which is obtained when a 1 : 1: 1 : 1 mixtur~e of ethanol, propan-1-ol, butan-1-ol and hexan-1-ol is analysed by gas-liquid chromatography.

I

n III

IV

0 5 Retention time (min)

28. Which compound is present in the highest concentration?

(A) (B) (C) (D)

Ethanol Hexan -1- ol Propan- 1 - ol Butan- 1 - ol

2221201 O/CAPE2008

I Ethanol

II Propan -1- ol

III Butan -1- ol

IVHexan -1-ol

10

GOONTOTHENEXTPAGE

- 8-

Item 29 refers to the following boiling point composition curves for three mixtures.

I II III

29. Which of the following CANNOT be completely separated by fra,:tional distillation?

30.

31.

(A) Ionly (B) Ilonly (C) I and II only (D) II and Ill only

A solution of 10 g of a carboxylic acid (weak acid) in 100 cm3 of water is shaken with 100 cm3 of ethoxyethane. It is found that only 6.5 g of the acid remains in aqueous solution at equilibrium. The partition coefficient is

(A) 0.054 (B) 0.54 (C) 5.4 (D) 54

Which ofthe following are important factors to consider in determining the location of a factory?

I. Proximity to a potential workforce II. Availability to a means of

transportation -III. Potential pollution of air, land and

rv.

(A) (B) (C) (D)

water Proximity to raw materials

I, II and III only I, II and IV only r, III and IV only , II, III and IV

222120 l O/CAPE2008

32.

33.

In the electrolysis of molten alumina,Al20 3, the reaction at the cathode is BEST represented by

(A) AP+(l) + 3e ~AI (l) (B) AP+ (1) + 2e ~AI (s) (C) AP+ (aq) + 2e ~ AI+(s) (D) 2AP+ (l) + 6e ~ Al2 (g)

Item 33 refers to the following fractions of crude oil

I. Diesel II. Petrol III. Refmery gas IV. Kerosene

The correct order in terms of increasing boiling point is

(A) (B) (C) (D)

I, II, III, IV III, l, II, IV III, II, I, IV lll, II, IV, I

GOONTOTHENEXTPAGE

34.

35.

36.

37.

-9-

In the Haber Process, a maximum yield of ammonia can be achieved by decreasing

(A) (B) (C) (D)

temperature catalyst pressure particle size

During fermentation to produce ethanol, which of the following is NOT used to break down glucose?

(A) (B) (C) (D)

Water Energy Oxygen Enzymes

Which of the following are consequences of the consumption of alcohol?

I. Stimulates the central nervous system II. May cause liver disease III. Reduces manual dexterity

(A) (B) (C) (D)

land II only I and III only II and III only I, II and III

In the electrolysis of brine using the diaphragm cell, two by-products of this process are

(A) hydrogen and sodium hydroxide (B) chlorine and sodium (C) mercury and hydrogen (D) chlorine and oxygen

222120 1 O/CAPE2008

38.

39.

40.

41.

In the Contact Process, why is sulphur trioxide NOT directly dissolved in water to produce concentrated sulphuric acid?

(A) (B) (C) (D)

It is insoluble in water. The reaction is highly exothermic. It is extremely toxic. It is colourless and odourless.

There are four reactions that take place during the Contact Process. The first two reactions are represented as follows:

s (s) + 02 (g) -4 so2 (g) 2S02 (g) + 0 2 (g) ~ S03 (g)

Which of the following are the other two reactions?

I. II. Ill. IV.

(A) (B) (C) (D)

S03 (g) + H2S04 (I)~ H2S20 7 (1) H20 (I)+ S03 (g) ~ H2S04 (aq) H2S20 7 (1) + H20 {1) ~ 2H2S04 (1) HzO (1) + 802 (g)~ RzS03 (aq) I and II only I and III only II and IV only III and IV only

The major reservoir for the water cycle is

(A) oceans (B) glacial ice (C) freshwater bodies (D) atmospheric water vapour

The presence of phosphate ions (POt) can be detected using

(A) ammonium molybdate (B) sodium thiosulphate (C) potassium thiocyanate solution (D) potassium hexacyanoferrate(II)

solution

GOONTOTHENEXTPAGE

42.

43.

- 10-

The ozone layer found high in the stratosphere

(A) is toxic to plants (B) reacts with atmospheric pollutants to

form smog (C) protects against the sun's harmful

UVrays (D) is an environmental hazard as it

readily disintegrates fabric and rubber

Which of the following may be a result of light-induced reaction of pollutants in the air?

I. Global wanning II. Photochemical smog III. Greenhouse effect

(A) I only (B) II only (C) I and III only (D) I, II and III

44. Nitrogen monoxide, NO, is responsible for the destruction of ozone in the stratosphere. How can N 0 be generated in the atmosphere?

I. Combustion of fossil fuels II. Lightning discharge III. Reduction ofN02 by S02, both of

which are present in the atmosphere

(A) I and II only (B) I and III only (C) II and III only (D) I, II and III

45. Which of the following is a disadvantage of recycling plastic?

(A) Decreased masses are sentto landfill. (B) Plastics are generally of low

biodegradability. (C) More toxic fumes are released

relative to incineration. (D) Recycling minimises wastage of

materials.

IF YOU FINISH BEFORE TIME IS CALLED, CHECK YOUR WORK ON TillS TEST.

2221201 O/CAPE2008

DO NOT

WRITE ON

THIS PAGE

CANDIDATE'S RECEIPT

INSTRUCTIONS TO CANDIDATE:

1. FiD in all the information requested clearly and legibly.

TEST CODE

stJBJECT: __________________________ __

PROFICIENCY: FULLNAME: ________________________ _

(BLOCK LE'ITERS)

Signature:

Date:

2. Ensure that this slip is detached by the Supervisor or Invigilator and given to you when you hand in this booklet.

3. Keep it in a safe place until you have received your results.

INSTRUCTION TO SUPERVISORJINVIGILA TOR:

Sign the declaration below, detach this slip and hand it to the candidate as his/her receipt for this booklet collected by you.

I hereby acknowledge receipt of the candidate's booklet for the examination stated above.

Signature: Supervisor/lnvigilator.

Date:

I I I I.

I

~..

~LiMP. ""'~ . .._. . ~ -- _

.,

1.

.., -k-

VolatHity of organic compounds depends on the strength of. the ~qk_~:glar_forc~s present. Which compound below woul4 be the MOST volatile? -

(A) (B)

.--

. I

\ l

4.

..,

-~-

Sttich 'of the followin..g 1s ~~! !Ue of addition poiym.erization? (A) (Bj

(~) (J?)

Only one type of polymer is form~. The molecular mass of the polymer is a multiple of the monomer unit.-"' .

. The polymer is readily hydrolysed to the monomer .. The physical and chemical properties of the polymer

are different from those of the monomer.

-~refers to the adojtion polymer represented by the following chain sequence.

:--"'--- .. -... -- --~

CHJ H C2Hs H ~ ~1 H 1 I I I I I

-:--C-C-C-C_.:C-C-. I I I I I ! 'H ClBr H H CH3

.. ._::;;.:

~ .. --------

5. Tile mrinom~rs are MOST likely

.CH3 H C2H 5 B

(A) ""

/ "

/ c=c and c == c I,

/ " / '\... j-~

H a H Cl'

CH H C2HS H

(B) '-...~ / ""

/ c=c and c==c -f

/ "

/ '-... Cl H B Br

/"~). .0 H SHs H

'-... / '

6.

7.

- 4-

Terylene can be produced fjom ethane l, 2- dial (RO - C:H.,:. CH., - OH) 2-nd benzene l, 4 dicarboxylic acid

(HOOC ~COOR). \Vhich of the foliowing -characteristics would terylene MOST likely possess?

(A) lt has the same empirical formu1a as its monomers.

(B) One of its monomers contains the C = C functional gro~ -. _ 9'.

(C)

(D)

lt is the only product obtained when its monomers react.

1t can be. hydro1ysed by aqueous sodium hydroxide.

Which of the following statements does tKl.T .. _,: descn'be a nucleophi1e? ... . - ' .. ,: ' ~

.. -cf.:.)' {B) (C) m~ ~

Lewis acid Lewis base Species wirl_l a lone pair Reagent which attacks electron

deficient sites in molecu1es

The equation for the formation of' the anaesthetic, CF 3 CHBrCl, is ._ .

Br., > CF.CI:-ffirCl.

The type of reaction occuring is

"'' free radical substitution ..(..B) elecirophilic substitution (C) nucleophilic substitution (D) nucle6philicaddition

10.

0221201 O/CAPE2008

Item 9 refers to the following information ..

Etbene is normally susceptfnle to elecrrophiiic attack, but it is made attractive to nudeophiles by complexing it ~v.ith Pd2+ catalyst ir1 the. Wacker process:

Which. of the following opt:lons characterize this mechanism? -

l. The CH2

: CH.2 cgmpiex c::creases

II.

UI.

----(A) (B) (C) cPJ

PdH

electron density in the double bend.

The 1t electrons of ~:fuen~ occupy . vacant orbitals in Pd.2-!-.

The 1t electrons are no longer available and their removal makes ethene positively charged..

land II only Iandillonly TI and III only l,IIandiD

Vl'hich of the following compounds is both an alkene and an ester.?

{Aj

H _o', H ....._, ..;-:;- '. ' .--" --........

jC-0-:-CH:z.-CH::::::::C; '- ~ .. -. 'CH3

(C) 0 H

...::::,-.C-CH -CH::=C .r .-' H/ 2 'CH:

(D)

GO ON TO TH:E NEXT PAGE

t:j .~ l

I t l r

I .. -~ - .

I

...

l i i

! l I : i

-5-

11. The complete reaction of phenol wrJl aqueous - 13. bromine is characterised by a

(A) white precipitate, a brown solution arid an.antiseptic smell

(B) brown precipitate, a colourless .solution and a sweet smell

. (C) white precipitate, a colourless sob.Ition and an antiseptic smelt .

(D) brown precf?itate, a brovvn solution an~ a. sweet smell

12. When propanone reacts with hydrogen cyanide, the fonnula of the product is

(A}

(B)

(C)

... #.

,';0~1

H I

CH3-C-CH3 I 0-CN

CHJ-C-CHl-CN ll 0

H I

CH3-C-CHz CN I

OH

CN I CH~-C-CH)

I 0-H

14.

Which two products are forme-d in approximately equai amounts when met."'lylbenzene is tre~d with a mixr.n:e of concentrated HI ... ~O. and concentrated ~SO,? .

CH (A) I 3 NO Jl

CH (B) (NO,

... ~J

(D)

and

and

CH3

and l Nq

-~ refei'S to the compounds P . Q. R and S, whose structures are given below.

P: Q: R.: S:

G~(C~)4CH:.PH ~ C~(Ct4)3C~COOH I CJ:i.;{C~)3CHCICOOH

& The correo;t sequence of the compounds abov.e in order of DECREASING acid strength is

:.\~) ~ Q, s~ P (B) Q. ~ s, p {C~ - --P,-S, Q, R -(D} ---S~ ~ Q. P

GO ON TO THEN"'t:.XT PAGE

t

[; I ~ -- ------~ --------- --. t:_

I .or

J( ~ l;. /

/ f

15.

16.

17.

~ 6-

Item 15 refer.s to the foHo"'Ning structure of tyrosine.

CO~B . .-

1 H N-C-H

:z I

~ OR

The pH of tyrosine is MOST likely

(A) _.(:J3)

(C) (D)

2.1 5.6 ~ ,...;?.. :/- :< ;:... t.' 7.0 9.0

Which of the following pieces of apparatus possesses. the HIGHEST degree of uncertainty in measurement?

- fli.r (B) (C) (D)

Beaker Burette Pipette Measuring cyl~der

Which of the following is NOT a pmperty of a primary standard'?

. ,.;- .. ;.;(;~..)- (B) (C) (D)

Low relative molecular mass Very soluble in water v Obtainable in a pure ~te ~'( Docs not undergo hydrolysis

-tO .>.C.

. 19.

117?1 /(] J.O/('A PF.7011R

. wnich of the follo'VI-i.ng graphs mustrates the titration of diiute suphu.--ic acid with potassium hydroxide solui:ionf

(A) 14-u' pH I

7-

1

Yol of !1 SO z 4 (B) 14f pEl I 71-/ (C)

Solution A, 10 em~ of ~SO," is placed in 1 00 ml volumetric flask and made up to the mark with distilled water. 25 em;; of this solution is used to completely neutralise 20.05 cm3 ofO.Ol mol dm3 solution ofNaOH. What is the concentration of solution A?

(A) 1. {) x 1 0'3 mol dm-3 (B) 2.0 x 10-'~ mol dm3 ~~ 4.0 x lQ-4 mol dm3

(D) 4.0 x 10~ mol dm

,. ~ .... , '""; .. -./ :-""-

. ! -=')..:.- - _;_, ...

GO ON TO THE NEXT PAGE

-

..

20.

21.

'I:::J

-7-\Vhich of me following statements about gravimetric analysis is NOT true?

(A)

(B)

(C)

Gravimetric_ analysis is a purely quantitative method. ---Gravi~tric analysis never involves

the removal of vola.tJ.le components of a solid.

The analyte can be identified after precipitation and isolation have occurred.

The amount of ana.lyte lost due to solvation is assumed to be negligible.

Item 22 refers to the greph beio~ yihich. . shows the absorption calibration cur-Ve for X',.;. . in the solution.

E 0.401 ~ 0.30r ~ l 0.20 ------------

0.10

2 4 .. 6 8 [XIi+l in. ppm

In an electronic transition in the UV/visible . 22. '\l.That is the concenii'ati.on in mol d.m-3 of an region of the spectrum. a wavelength of unkno~ solution of X~~+(aq) which has an 450 ri!iiiis absorbed. - .:;; absorbance~ value of 0 .20'1

:..:;t ,_. '\ '; J :~ : '--' ';j' '::. {- ~- ' ---Planck constant (h) = 6.63 x l 0"34 J s f- =- \1 (Atomic mass of X= 172 g mol-') Velocity oftight {E)~ 3.00 X~~ m ~I r . 'j/)\ A'-'""

:._. ..::.. ,;..1 1 - :{A) 2.91 x l

-=- -

6.63 X 10-34 X 3 xl08

4 . .50 X 10-i

:_; ..

(D)

~ .

small difference in energy between the bonding and non-bonding

. orbitais __ _ small difference in energy betwe~

e bonding and antibonding orb~ _;,_-

_-,_. ......... _ .-

GOONrOTHENEXTPAGE

:

\.

" r: H. ~ .. - ... -.--r- - --

t;

25.

"""'! ' . . \ . ..... .: ... .-. ;_. ?- r_.

~

- ...

0 - il -

which of the following pairs do NOT absorb 26. infrared radiation?

l. H::.O E.J'"ld HI II. F~ and Cl2

LTI. ~and HBr IV. CH4 and Br2

(A) I and Ill (B) land IV (C) II and III

_(D} II and IV

An u~own organic compound of molecular mass o! 44 g is analysed using infrared. The bonds-are found at 1700 em' and 2800 cmi.

. a{JJ... A.t..Lll.-\

The compound is MOST likeiy

-(A):-ethal!dt-(B) etha.noic acid

.:=(C):':- ethanal (D) .carbim dioxide

.,,

--

- ._,. . ,.

,

'.:

~::. __

0221201 O/CAPE2008

wnich of the fo1lo'.~ing spectra shovl:; a possib~e fragmentation pattern of CP'":2Ci1?

{A)

(B)

(C)

(D)

c.;

C.l1' ~.g

j~Lill . 83 85 8i

mle

l 1 I ~

83 85 87 mfe J.: ~-

GO ON TO THE NEXT PAGE

.. -----~------- t

. t

f l

i t

l

-.. ~~- ...... ~- -~ ... -- --- -::- .. . . ..

@

-9-

Item 27 refers to the folloVIring information.

Sample X is a mixture of substances. X was separated into its components using paper chromatography simultaneously with individual samples of e, f, g and h. The chromatograph produced is shown below .

@

@

@ ,_ ..

@ 0 c,

Sample X e f g h

27.

28.

which substances are MOST l.ik~ly present in Sample X? .

~ e,f,g 1

(B) e, t: h (C) e, g, h (D) e,.f, & h

A student is asked tO determine the value of 1n' in the hydrated salt, zSO".n~O .. The

masses of~SO 4 and water of cr.jstalliza.tion in th.e salt are 5.65 g and 2.65 g respectively. [Assume Ar ofM = 8~

The value of'n' is MOST likely

(A) (B) (C)

..... (D)

2 3 5 7

.. -

- .. -~

mZl2Qil 0/CA PE2008

, '

29. "Which of the following is NOTa visualising agent in chromatography?. -.

(A) Iodine ~B7 Cellulose (C) Ultraviolet light

_ (D)- ND:ihydrin

30 .. "Which of the following statements about partition coefficient mey be ~?

31.

32.

. I. 1I.

m.

(A) ~

(C) (D)

It does not vary with temperature .. ; The solute has to be in the same

molecular state in both solvents for it to be a constant.

The two solutions have to be concentrated for it to be a constant.

I only -H-enly Iimdnonly I, ll and "in .

Along with silicon dioxide, which of the following compounds constitutes the main impurities ofbauxite?

(A) lron(TI) oxide ~ Iron(lll) oxide

(C) Carhondioxide (D) Carbon monoXide

In the fractional distillation of crude oil, the different fractions are separated based on their

(A) (B)

...{.} (D)

soiubilif:y viscosity voJatility polarity

.GO ON TO THE NEXT PAGE

i .. J E

s about

aturc. c same entsfor

to be be a

~

of the main

].the don

-10-33.

34.

35

In the Bosch-Habc:r process, N2 and H2 can be obtained from X and Y respectively. Which of the following pairs BEST 4escribes these sources?

X y

(A) Ammonium salts Naohtha

(B) Amm-onium Air salu ,,

(C) Air Naphtha (D) Air Ammonium

salts

Forth~ manufacture ofwhicb TWO of the folJowilig:iJJdustn.J prodpcts ~ cblorinc most 'Yidely used'?

I. u.

I.D. IV.

SolVents Sodium chloride Polyvinylchlorido ChlorotluoJ'OCBI'bons

(A) I and II _.CB) I .and III (C) II &nd.lll (D) II and IV

In the production of itllpburiclieid by the Contaet process the folloWing tiothennic reaction takes pisco:

2S02(g) + Oz(g) . v,~s.42~C. Zatm I 2SO,(g) Which of the followiqg eondJ.tioJIS would favour the forward reaction?

I. Low pressure R. Excess OJcygeil ,

In. Low tcmperatur'C (A) Ionly (B) , I and ll only (.G{ II and m on1y (D) 1, I.I and III

36.

37:

38.

39.

Ci:xnpounds of sulphur suelh .as stdpbites are used as food additives. This is~ they

(A:)

gJ{ (C)

help to prcsrvc the food by dchydrition

inhibit the cxid8tion of unsaturated fats

(D) help to enhance the colour of food improve the flavouroffood

Which of the following plastics are biodegradable?

Polytbenc tcr"eph1halatc Low density polyetbcnc

(A) (B) w; (D)

Poly. (3 - hydroxybU1anoic acid) Polyvinylchloride

Which pfthc following arc productd whe11 a hydrocarbon widcrgoes~leteeombu$tion?

L Water n. Carbon monoxide

III. Carbon dioXide N. Oxygen

(A) I and II only ~, 1 and m only (C) II~dmonly m.~~ IV ~ly

.

Which of1btfl6~~~..-.? . - ..

I. NitrOgen n. CadJon ~oxide

In. caiboft dao'Xi IV. M~ v. Sulphwdioxldc

(A) ll and m only ..iB} Ill and IV only (C) Ill and V only (D) ~ U and IV only

;-_.

-------------------------~-

'~~ptW'' ~ < - ;{f

''

. .

- 11 -

Item 40 refers to the schematic diagram . below.

Nitroeen fixation

Rain and lightning

LTi'l::rifYing ~~acteria v

~ Plants

40. W wouid MOST likely be

41.

(A)~ (B) ~e)

(D)

nitrates -nitrites -NH 3 and ammonium salts'\-. nitric(V) acid ~:.

Eutrophication results in too muth algal-growth in rivers or ponds, due to fertilizer run-off.

Which of the following pairs is responsible for this growth?

(A) (B) (C) ---:fP~

N"rtrates and ammonia Phosphates and sulphatcs Sulphates and carbonates Phosphates and nitrates

4.2. Ozone in the troposphere has NOT been Iinkedto

(A) (B) -(C) -~~PJ=

dying forests greenhouse effect asthma attacks bleaching of coral reefs .

43.

.

45.

Chlorine radicals are formed in preference to fluoffi,e radicals when ch1orofluorocarbon.s are impacted by nLtrav1olet radiation. This occurs in the upper atmosphere because

_.(A).

(B)

(C)

(D)

' the bond enthalpy of the C- Cl bond (340 kJ moi-1) is less than that of the C -F bond ( 484 kJ mol-l)

the bond enthalpy ofthe C- Cl bond corresponds to the energy cfthe uitraviolet:radistion

the ch