4541/CHEMISTRY MODUL P3T ( TAHAP 2) 11 CARBON COMPOUNDS 11.1 ORGANIC COMPOUNDS Carbon compounds are compounds that contain the carbon element. HYDROCARBON Hydrocarbons are organic compounds that contain ……..…………., C and……………….., H. JPNT 2009 CHAPTER 2 : CARBON COMPOUNDS 37 Carbon compounds Organic compounds carbon compounds that are obtained from living things (plants and animals) such as sugar/glucose (C6H12O6), starch, protein, vitamin, enzym etc. Inorganic compounds carbon compounds that are usually do not contain carbon to carbon bonds such as carbon monoxide (CO), carbon dioxide (CO2), calsium carbonate (CaCO3) etc. Hydrocarbons Non- Hydrocarbons Hydrocarbon s Saturated Hydrocarbons contain only …………….covalent bonds between ………atoms. C - C Unsaturated Hydrocarbons contain at least one ……………or ………..covalent bond between carbon atoms. C = C C = C
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4541/CHEMISTRY MODUL P3T ( TAHAP 2)
11 CARBON COMPOUNDS
11.1 ORGANIC COMPOUNDS
Carbon compounds are compounds that contain the carbon element.
HYDROCARBON
Hydrocarbons are organic compounds that contain ……..…………., C
and……………….., H.
The main source of hydrocarbons are ………………..gas and ……………………. It is formed as a result of decomposition of plants and animals that died million years ago.
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Carbon compounds
Organic compoundscarbon compounds that are obtained from living things (plants and animals) such as sugar/glucose (C6H12O6), starch, protein, vitamin, enzym etc.
Inorganic compoundscarbon compounds that are usually do not contain carbon to carbon bonds such as carbon monoxide (CO), carbon dioxide (CO2), calsium carbonate (CaCO3) etc.
Hydrocarbons Non-Hydrocarbons
Hydrocarbons
Saturated Hydrocarbonscontain only …………….covalent bonds between ………atoms. C - C
Unsaturated Hydrocarbonscontain at least one ……………or ………..covalent bond between carbon atoms. C = C C = C
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11.2 ALKANES
1 Alkanes are ……………….hydrocarbons.
2 The general formula of alkanes:……………………………………
3 Each carbon atom is bonded to four other atoms(carbon or hydrogen atoms) by
…………..covalent bonds.
4 Naming of Alkanes (IUPAC)
The names of straight chain alkanes (all the carbon atoms are joined in a continuous chain) are made up of two component parts :
Stem / root
indicates the number of carbon atoms in the longest continuous carbon chain.The names of stems for the first ten straight alkanes are :
Number of carbon atom
1 2 3 4 5 6 7 8 9 10
Stem Meth Eth Prop But Pent Hex Hept Oct Non Dec
Suffix / ending
indicates the family of the compound. For alkane, the suffix is ‘ane’ because it belongs to the alkane group.
Number of carbon atoms,
n
Name of alkane
Molecular Formula, CnH2n+2
Structural Formula
1 Methane CH4
2 Ethane C2H6
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– C –
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Number of carbon atoms,
n
Name of alkane
Molecular Formula, CnH2n+2
Structural Formula
3 Propane C3H8
4 Butane C4H10
5 Pentane C5H12
6 Hexane
7 Heptane
8 Octane
9 Nonane
5 Physical properties of alkanes
Alkanes are covalent compound which consist of molecules. These molecules are held together by …………………intermolecular forces.
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Covalent bond (strong covalent bond) Intermolecular force
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Alkanes have physical properties similar to other covalent compounds.
Physical property Explaination
1 Low ……………………points
The molecules are held together by …………..intermolecular forces. ……………..amount of heat required to overcome the forces.
2
……………….in water but ……………….in organic solvents (ether, benzene, tetrachloromethene)
Alkanes are saturated hydrocarbon (have single covalent bonds, C – C and C –H) Hence, alkanes are generally chemically………………………..
Combustion
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………..
Gradually
………..
Gradually
CH2
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Alkanes undergo complete combustion in the presence of excess oxygen to form carbon dioxide and water .
Alkane + oxygen → carbon dioxide + water
Step 1 : Balance C → Step 2 : Balance H → Step 3 : Balance O
(i) CH4 + 2O2 → CO2 + 2H2O
(ii) C2H6 + O2 → 2CO2 + 3H2O ..X 2
2C2H6 + 7O2 → 4CO2 + 6H2O
Balance the equations :
(iii) C3H8 + O2 → CO2 + H2O
(iv) C4H10 + O2 → CO2 + H2O
(v) C5H12 + O2 → CO2 + H2O
Alkanes undergo incomplete combustion when there is insufficient oxygen to form carbon dioxide gas, carbon monoxide gas carbon (in the form of soot) and water.
Substitution Reaction
Alkanes react with halogens (Cl2 and Br2) in the presence of ……………..or ………………..light
In this reaction, each hydrogen atoms in the alkane molecule are substituted one by one by halogen atoms.
Example :When methane reacts with chlorine gas in the presence of ultraviolet light, a variety of substituted products are formed :
Step 1
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UV
UV
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CH4 + Cl2 CH3Cl + HCl
(methane) (chloromethane)
Step 2
CH3Cl + Cl2 CH2Cl2 + HCl
(dichloromethane)
Step 3
CH2Cl2 + Cl2 CHCl3 + HCl
(trichloromethane)
Step 4
CHCl3 + Cl2 CHCl4 + HCl
( tetrachloromethane)
11.3 ALKENES
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UV
UV
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1 Alkenes are unsaturated hydrocarbons.
2 General formula : …………………………………………
3 The functional group of the alkene ………………………………
Example : ethene
4 Naming of Alkenes (straight chain) (IUPAC)
(i) Determine the longest carbon chain containing double bond, give the stem name according to the number of carbon atoms ; eth, prop, but, pent, hex, hept, oct, non and dec.
(ii) Add the suffix “ene” at the end of the name.
(iii) Number the carbon atoms from the end nearer to the double bond and give the double bond the smaller number.
(iv) The first member of alkenes has two carbon atoms in a molecule
because : …………………………………………………………………..
Number of carbon atoms,
n
Name of alkaneMolecular Formula,
CnH2n
Structural Formula
2 Ethene C2H4
3 Propene C3H6
4 But-1-ene
5 Pent-1-ene
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Number of carbon atoms,
n
Name of alkaneMolecular Formula,
CnH2n
Structural Formula
6 Hex-1-ene
7 Hept-1-ene
8 Oct-1-ene
5 Physical properties of alkenes
Physical properties of Alkenes are similar to alkanes.
i …………………….melting and boiling points,
ii ……………………in water but ………………….in organic solvents,
iii …………………….conduct electricity and Less dense than water
6 Chemical properties of alkenes
Alkenes are chemically more ……………….than alkanes because of the existence of ……………….covalent bond between two carbon atoms.
Almost all of the chemical reactions of alkene occur at the double bond.
Combustion Reaction
Alkene burns completely in the excess oxygen to produce carbon dioxide and water.
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Alkene + oxygen → carbon dioxide + water
Example : C2H4 + 3O2 → 2CO2 + 2H2O
Balance the following equations :
(i) C3H6 + O2 → CO2 + H2O
(ii) C4H8 + O2 → CO2 + H2O
(iii) C5H10 + O2 → CO2 + H2O
Alkene burns incompletely in limited supply of oxygen to form carbon dioxide, carbon monoxide, carbon (in the form of soot) and water.
Addition Reaction
As alkenes are unsaturated hydrocarbon, they undergo addition reaction.
An addition reaction is a reaction in which other atoms are added to each
carbon atom of the double bond, [C = C ] to form single covalent bond
product [ C-C ].
C = C + AB C C
A B (i) Addition of Hydrogen (Hydrogenation)
Alkenes react with hydrogen at ……………..C in the presence of
………………………. as a catalyst to produce……………………..
Example :
H H H H
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Ni / Pt
180 C
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H C C H + H2 H C C H
Ethene H H Ethane
(ii) Addition of Halogen (Halogenation)
Alkenes react with halogens such as chlorine and bromine at room conditions.(no catalyst or ultraviolet light needed)
Example :
H H H H
H C C H + Br2 H C C H
Ethene (bromine water) Br Br 1,2-dibromoethane
When ethene gas is passed through bromine water, brown colour of bromine water is…………………………….
This reaction is used to distiguish a saturated hydrocarbon and unsaturated hydrocarbon.
(iii) Addition of Hydrogen Halide [ HX ]
Alkenes react with hydrogen halide such as hydrogen chloride, HCl or hydrogen bromide, HBr at room temperature to form haloalkane.
Isomerism is phenomenon where a compound has the ………….
molecular formula but ……………………..structural formulae.
Molecular formula shows the type and number of atoms in a molecular compound.
Structural formula shows the type and number of atoms for each element, and how the atoms are ………………..to one another in a compound.
Molecular Formula
Structural Formula & IUPAC nameNumber of
IsomersC4H10
Butane
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…………………….
C5H12
C4H8
C5H10
11.5 ALCOHOL
1 Alcohols are organic compounds that contain……………., ………………….and
………………………….atoms.
2 The general formula for alcohol is :……………………………………………………
3 Functional group :…………………………………………………………..
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4 Naming alcohol using IUPAC nomenclature :
Determine the number of carbon atoms in the longest carbon chain which contains the hydroxyl group ( –OH ) obtain the name of alkane with the same number of carbon atom as alcohol.
Replace the ending “e” from the name of alkane with “ol”
Example :
Methane MethanolEthane EthanolPropane ?Butane ?
Number the carbon atom in the longest carbon chain which is joined to the hydroxyl group -OH with the smallest number the number is placed in front of the “ ol ” to indicate which carbon atom the hydroxyl group is attached to.
Example :
Butan-2-ol
Name : ………………….. Name : ………………….
Name : ………………….. Name : ………………….. Name : …………………..
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4 carbon atoms -OH
-OH at the 2nd C
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5 Isomerism in alcohol :
Isomers are molecules that have …………. molecular formula but …………………structural formula.
Methanol and ethanol do not have isomers. Isomerism in alcohol begins with propanol
Complete the following table :
Name of alcohol
Molecular Formula
Structural Formula & IUPAC name
Number of isomers
Propanol C3H7OH 2
Butanol 4
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6 Preparation of Ethanol
Two methods of preparation of Ethanol
(i) Preparation of ethanol, C2H5OH in the laboratory ( Fermentation of glucose)
7 Physical properties of alcohol
Alcohols with one to eleven carbon atoms exist as……………………..
Methanol, ethanol and propanol mix with water in all……………………... Solubility in water decreases with increasing of molecular size.
Physical properties of ethanol, C2H5OH :
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Preparation of Ethanol
In the laboratory
Process : ………………………
………………..is a process in which microorganism such as yeast act on
…………………..(sugar or starch) to produce ………………..and …………………
C6H12O6 → 2C2H5OH + 2CO2 Glucose Ethanol
In industry :
Process : ………………………………
Alkene is reacted with …………… at temperature; ……….. oC and pressure; …………atm in presence of
……………………………… as a catalyst.
C2H4 + H2O → C2 H5OHEthene steam ethanol
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Colour : ………………………..
mixes with water in all ………………..
………dense than water
boiling point is ………. ....... at 1 atm.
8 Chemical properties of ethanol, C2H5OH
(a) Combustion of ethanol
(i) Ethanol burns in air to produce …………..and…………………...
(ii) Ethanol burns readily with a …………flame and …………….producing soot.
C2H5OH + 3O2 → 2CO2 + 3H2O
(ii) Combustion of ethanol releases …………….amount of heat (ethanol is suitable for use as a fuel)
Balance the following equations :
2C3H7OH + 9O2 → 6CO2 + 8H2O
C4H9OH + O2 → CO2 + H2O
C5H11OH + O2 → CO2 + H2O
C6H13OH + 9O2 → 6CO2 + 7H2O
(b) Oxidation of ethanol
(i) Ethanol is oxidised by an oxidising agent such
as……………………………………………………, KMnO4
or……………………………………………………., ………….7 solution
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produce ………………………………….
Example :
C2H5OH + 2[O] → CH3COOH + H2O
Ethanol Ethanoic acid water
or
H H H
H C C H + 2[O] → H C C + H2O
H OH H
Complete the following equations :
C3H7OH + 2[O] → C2H5 COOH + H2O
or
CH3CH2 CH2OH + 2[O] → ……………………… + H2O
Propanol propanoic acid
or
H H H
H C C C H + 2[O] → + H2O
H H OH
……………………..
(c) Dehydration of ethanol
(i) Dehydration of an alcohol involves the removal of ……………molecule from each of alcohol molecule.
(ii) Water molecule from the alcohol molecule is removed by a