Bao Cao Thi Nghiem Hoa Huu Co

8/10/2019 Bao Cao Thi Nghiem Hoa Huu Co

1/48

Bo Co T 5Nhm 3Lp 10TP111

Bi 1:

PHN NG ESTER HA-TNG HP ASPIRIN

(ESTERIFICATION REACTION -THE SYNTHESIS OF ASPIRIN)

1. MC !CHTng hp aspirin l phn ng eser ha gi!a m" a#i$ % anh&$ri$ %i

'(# # l a#i$ )*+,-./m .#

2# .4#h #a 6i h4 nghi7m l ng hp aspirin % '# .8nh hi79 s9:

#a phn ng

". C# $% &' *+,

2.1.Phn ng c ch

".". P#/ 0 23 4/

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C,,)

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)D

5.Ti, 6 /i78

5.1. S# 9 ;*+ 0 i, 6 /i


3/48


+a9 Jhi phn ng 'ongF #ho %o *0 ml )*,F lm lWnh rong #h/9 nR#

. NH9 JhKng '9: hi7n inh hV hX l:& .Ya h& inh # nhZ %o hnh 6Xnh

.V Wo m[m JH inh ho# iHn hnh Jh9:& nhZ

TiHn hnh l# aspirin r\n ph]9 l# p s9: h:p> ^_a sW#h ph]9 l#rR# Jhi l#F # ` gi:& l# %a %i ph]9 l#F . ` gi:& l# %o ph]9 l#F

6/ m& p s9:F rRi nhZ m" 4 nR# r\n ` gi:& l# Cho on 6" aspirin

%o ph]9 l# p s9: h:pF r_a lWi 6bng nR# 6a l[nF mi l[n *M3 ml

TiHn hnh lm JhK sn phIm $Ri nh nng m r`i ho# s:& 0c1000C

CEn % 4nh hi79 s9:

5.5. H>? @ $ D/

A@i $?&i@+&i@ 5/

H"SO 9@ -1 /iJ

A+0i ?@Ki@ L8&

5.5.1A@i $?&i@+&i@

C/ 4@> C)G,3

M 3> =Wng inh hV m9 rngF hdi # mi hfng

NG NG+ali#&li# a#i$ .R# s_ $ng rong m phImF $R# phImFh9# nh9"mF h9# r sE9 % ## hp #h: ha h# Jh#

N .R# s_ $ng rong sn '9: ## pol&mer inh hV lng

S?&i@+&i@ ?@i l 8 ?@i 8+0Q+Ki@.?'i h!9 #d n& JH inhJhKng m9 .R# s_ $ng r"ng rji rong ng hp h!9 #di* @,

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http://translate.googleusercontent.com/translate_c?hl=vi&langpair=en%7Cvi&rurl=translate.google.com.vn&u=http://en.wikipedia.org/wiki/File:Kolbe-Schmitt.png&usg=ALkJrhhtLiV3Yg3FjezENiL3Dbwdge3HvA


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?nh&$ri$ a#ei#

A@Ki@ ?+0iK

IUPAC


5/48


5.5.1. H"SO

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H>? 6

P3 4/ WXi X@

) *+, -D ) *, ) 3, DD )+, -M@ 1w *F- x 10 GmWnh a'i)+, -MD ) *, ) 3, D D+, -* M@ *w 1F0 x 10 M*

Phn ng %i s9lyae AA .tng C# inh hV m9 'anh .R# ha& .i hnh6" m9 rng nhR nR# .R# l:& ra

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http://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/File:Sulfuric-acid-Givan-et-al-1999-3D-balls.png&usg=ALkJrhjr9y5izTt0Mrxq0v91tUzodFtxFwhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/File:Sulfuric-acid-2D-dimensions.svg&usg=ALkJrhgEUjVgPOMNTkDkrmqbhT0FmlWGbw


6/48


C9+, -z 5) *, inh hV m9 'anh D a#i$ s9ly9ri# C9+, -6"rng D 5 ) *,

P3 4/ WXi i8 &Zi

Phn ng Jim loWi nhR sFnhKmFJmFmanganFmagi\% ni#Jel

{e s D ) *+, -ak ) *g D {e+, -ak

N # hV o'& ha Jim loWi J|m hoW ."ng nhR hiH#% .tngF & h9"# %onhi7 ." #a n nhR a'i niri#

C9 D * ) *+, - +, *D * ) *, D +, -* MD C9 * D

?'i s9ly9ri# ./m .# lm" # nhEn o'& ha r: mWnh .# 6i7 l Jhi nng

P3 4/ WXi 2i i8 &Zi

?'4 s9ly9ri# ./m .# o'& ha phi Jim loWi nhR #a#6on% lR9 h9}nhC D * )*+, - C, *D * +, *D * )*,

+ D * ) *+, - 3 +, *D * ) *,P3 4/ WXi ?0i @&0*?.

NaCl D ) *+, - Na)+, -D )ClT?+ , #8 E&K@02i&i@

Ben~ene ri k9a ele#rophili# ha& hH hdm%i a'i s9ny9ri# .V #9ng #:p#ho ## a'i s9lyoni# Rdng ng

.[, ;*3 W &*\:.1.[, ;*3 6 /i78:

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7/48


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S` 8& @g? A+0i@ A@Ki@:bL8&

S` 8& @g? A@i S?&i$i&i@:b""8&h\+ $` 8& @g? A+0i@ A@Ki@ /2 5 & $` 8& A@i S?&i$i&i@

Gi3i 6@:

h 9j+ & 23 4/ *\ /k@ @> >8

CH5COO-:& 8 ?q 0*/ 6


8/48


Phn ng +9lyo ha l phn ng hH ng9&\n _ h&$ro #a hp #h:

h!9 #d 6bng nhm

s9lyo M +,3) QE& l phn ng h9/n ngh8#hF .V nEng #ao hi79 s9: ngR`i

a hR`ng $ng $R # nhEn s9nyo haT# nhEn s9lyo ha l a#i$ s9ly9ri# ./m .#F hn hp a#i$ s9ly9ri# %i

+,3S ## ntng ." Jh# nha9

2# .4#h #a phn ng nhbm .iO9 #hH ## a#i$ h!9 #d> a#i$

s9nyanili#F a#i$ 6en~ens9nyoni#

". PHN NG

".1. P#/ 0 23 4/

Phn ng chnh:

N)*

D D)*+,-

N)3)+,-

1U0M100C

N)*

+,3)

)*,

?nilin +9npha

?#i$ +9nyanili#

Phn ng ph:

D

N)*

)*+,-

N)*

+,3)

?#i$ ,rhonili#

".". D/ @D W >? @

;P)?N @A2 ?N)


9/48


H>? @ D/ @D S` &]/1 ?nilin ml

* )*+,-.# 1Uml

3 Na,) *NF 5ml

- Than hoW 4nh 1g

1 BXnh #[9 * # *50ml

* Nhi\ JH 3000C

3 ng .ong 50ml

- +inh hn #[9

5 Ph]9 l#G Be#her 500ml

Be#her 100ml

U ThiH 68 l# p s9:

Tha9 nha nti

10 BHp .i7n

01

01

01

01

0101

01

01

01

01

".5. S# 9 6 /i


10/48


".. Ti, 6 /i78

Cho ml ?nilin %o 6Xnh #[9 * # Th\m mi l[n * 3ml ) *+,-

./m .# %o 6Xnh #[9 . rong ha9 nR# lWnh iHn hnh rong h( L#

.O9 hn hp sa9 mi l[n h\m +a9 Jhi 6 hH 1Uml )*+,-./m .# %o 6Xnh

#[9F a lp ng sinh hn #[9 % nhi7 JH nhR hXnh %

Q9n hn hp S nhi7 ." 1U00C 100C rong Jhong *g30 ph( Th_

phn ng JH h(# 6bng ##h l:& 1 * gi hn hp ha an rong 3 - ml

;P)?N @A2 ?N)


11/48


$9ng $8#h Na,) *N NH9 $9ng $8#h .# iHp # .9nF nH9 $9ng $8#h rong

hX ngng .9n % .V hn hp ng9"i '9ng 0 00C

Q hn hp sa9 phn ng %o ## 500ml # #ha sn Jhong 100g

nR# . rti Jh9:& .O9 i Jhi a#i$ s9nyanili# JH inhQem hn hp .j JH inh l# 6bng ph]9 l# %i p s9: h:p ^_a sn

phIm hK r\n ph]9 l# 6bng nR# lWnh 3 l[n mi l[n 5ml )( JhK ro

L:& sn phIm hK #ho %o ## h& inh 500ml #ha *00ml nR# sKi

NH9 $9ng $8#h # m9F .V ng9"i m" #h( rti #ho %o 1g han hoW 4nhF .9n

sKi rong *M 3 ph(

L# nng %i gi:& l# 'Hp m(i NR# k9a l# .R# lm lWnhF a#i$

s9nyanili# s JH inh L# l:& sn phIm r\n ph]9 l# %i p s9: h:pF r_a

inh hV %i 10ml nR# lWnh % h( JhK

CEn % 4nh hi79 s9:

5.H>? @ $ D/

Ai&i( 2K+& ?8i)

?) T6 @ W\ &':

L #h: lng snh nhR $[9F nhi7 ." sKi 1U-F-0CF $w 1F0**gmlF 4 an rong

nR#F an nhiO9 rong $9ng mKi h!9 #d

) T6 @ >? J@:

T6 Qi >?

?nilin o'i ho #h/m rong rong JhKng Jh4F Wo nh!ng %H m9 . nE9

T6 ?#

?nilin l m" 6a~d &H9 C# amin hdm nhR anilin # 4nh 6a~d &H9 hdn

nhiO9 aliphai# amin ?nilin phn ng %i a'i mWnh Wo hnh ion

anili9mha& phen&l a#moni9m CGF)5MN)3D = anilin l 6a~d &H9F n

;P)?N @A2 ?N)


12/48


Wo JH a %i m9i JmF nhKm % s T9& nhi\n 4nh 6a~d #a n

&H9 hdn?8i?@F $9ng $8#h #a n JhKng lm .i m9 k9} 4m

@) i* @,:

?nilin hR`ng .R# .iO9 #hH rong ##Kng nghi7p k9a hai 6R# 6en~en

Q[9 i\nF 6en~en .R# nira ho 6Si hn hp ./m .# a'i niri#% a'i

s9ny9ri#S 50MG0 CF Wo ra niro6en~en 6R# h haiF niro6en~en .R#

hi.ro ho S G00 C %i s # m #a '(# # niJen #ho anilin ?nilin #Yng

.R# .iO9 #hH phenol % a#monia#F phenol .R# h9 #9men

) / D/:

+n '9: phIm nh9"m phIm .en anilin

QiO9 #hH h9# #h!a 67nh

K) Cm@ / i ? :

Trnh iHp '(# %i $aC hV gE& _ %ong nH9 h4 %oF n9 ho# h:p

h k9a $a

+_ $ng %i h7 hng hKng gi .[& .

^_a sW#h hon on sa9 Jhi s_ $ng

=] #h& Wo ra Jhi

-@T LN

Th9 .R# *FGg sn phIm l a#i$ s9nyanili# -Mamino6en~ene s9nyoni#a#i$

5N; =N; C? +N P)2

Nghnh #Kng nghi7p sn '9: h9# nh9"m

;P)?N @A2 ?N)
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13/48


Th9# s9lpha

Bi 5:

TNG HPP-TOtUEN SUNFONAT NATRI

1. MC !CH

Phn ng +9lyo ha l phn ng hH ng9&\n _ h&$ro #a hp #h:

h!9 #d 6bng nhm

s9lyo M +,3) QE& l phn ng h9/n ngh8#hF .V nEng #ao hi79 s9: ngR`i

a hR`ng $ng $R # nhEn s9nyo haT# nhEn s9lyo ha l a#i$ s9ly9ri# ./m .#F hn hp a#i$ s9ly9ri# %i

+,3S ## ntng ." Jh# nha9

2# .4#h #a phn ng nhbm .iO9 #hH a#i$ s9nyanili#F sa9 . #h9&Vn

hnh m9i s9nyona nari

". PHN NG

".1. P#/ 0 23 4/

Phn ng chnh:

C)3

D )*+,-

C)3

+,3)

D )*,

C)3

+,3)

D NaCl

C)3

+,3Na

D )Cl

;P)?N @A2 ?N)


14/48


Phn ng ph:

D )*,

C)3

D )*+,-

C)3

+,3)

C)3

+,3)

D )*+,-

C)3

+,3)

+,3)

D )*,

".". D/ @D W >? @

H>? @ D/ @D S` &]/

;P)?N @A2 ?N)


15/48


5 Tol9en 1Gml

G )*+,-.# 10ml

Na *C,3Ug

U NaCl *0g Than hoW 4nh 1g

1 BXnh #[9 * # *50ml

* Nhi\ JH 1000C

3 ng .ong 50ml

- +inh hn #[95 Ph]9 l#

G Be#her *50ml

ThiH 68 l# p s9:

U Tha9 nha nti

BHp .i7n

01

01

01

0101

01

01

01

01

".5. S# 9 ;*+ 0 i, 6 /i


16/48


".. Ti, 6 /i78

Cho %o 6Xnh #[9 hai # 1Gml ol9en % 10ml ) *+,-.# iHn hnh

rong h(F h\m %i mnh s %o 6Xnh phn ng Lp h7 hng sinh hnQ9n hon lR9 hn hp

TiHp # .9n nhZ rong 1gi` @hi lp ol9en 6iHn m:F ngng .9n %

r hn hp phn ng #n nng %o ## *50ml # #ha 50ml ) *,F rng

6Xnh #[9 %i m" 4 nR# nng *M3ml )*, nng

;P)?N @A2 ?N)


17/48


Th\m lRng nh Ug Na*C,3 +a9 Jhi #ho hH Na*C,3F .9n sKi

hn hpF h\m *0 g NaCl % Jh9:& an NH9 $9ng $8#h #n .#F h\m m"

lRng nh )*, *M3ml .V ha an hH m9i

Lm lWnh 6bng nR# .F l# 6bng ph]9 h( $Ri p s9: h:p ^_a snphIm %i 5ml $9ng $8#h NaCl 6jo ha lWnh

NH9 sn phIm JhKng rngF inh #hH 6bng ##h ha an sn phIm hK

rong 50ml )*,F .9n sKiF h\m NaCl .Hn Jhi JhKng an n!a QV ng9"iF

h\m 0F5g han hoW 4nh Jh9:& .O9F l# nngF hng $9ng $8#h k9a l# rong

## *50ml

Lm lWnh 6bng nR# . % .em l# r\n ph]9 l# p s9: h:p ^_a

%i 5ml $9ng $8#h NaCl 6jo ha p JhKF s:& sn phIm CEn % 4nh hi79

s9:

5 . H>? @ $ D/

T&*K(8K+&KK):

?) T6 @ W\ &':

L m" #h: lng rong s9F JhKng ha an rong nR# Tol9en l m"

h&.ro#a#6on hdm.R# s_ $ng lm $9ng mKir"ng rji rong #Kng nghi7p

6 T6 @ >? J@>

L m" h&.ro#a#6on hdmF ol9en # Jh nfng ham giaphn ng hH i .i7n

_ Nh` # nhm me&lm ." hoW ."ng ha h# #a ol9en rong phn ng

n& ln g:p *5 l[n so %i6en~en


18/48


@) i* @,:

CG)GD Cl*MM CG)5Cl D )ClCG)5Cl D C)3Cl D *Na MM C)UD *NaCl

##h Jh# l>

CG)GD C)3Cl?lCl3MMC)UD)Cl

T bromobenzene>

C 6H 5Br + CH 3Br + 2Na C 6H 5CH 3+ 2NaBr

. T axit toluic ( decarboxylation

!"i mu#i natri c$a axit toluic ( o%& m%& '% )*c un nn, -i n)cn,/t -0i& toluene t"u )*c.

C 6H 1CH 3CNa (natri toluate + NaH C 6H 5CH 3(toluene+ Na 2C 3

. T creol

!"i creol (o%& m& ' )*c c")n, c4t -i bi 7m& toluene t"u )*c.

C 6H 1CH 3H (creol + 8n C 6H 5CH 3+ 8n (toluene

) / D/:

;P)?N @A2 ?N)
http://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Bromobenzene&usg=ALkJrhjQ3T1wmeUs_cYOd98CnUKui-a0Kwhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Decarboxylation&usg=ALkJrhiUKJkXcPFKt_Pro-RPPiu_bEC8aAhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/O-Toluic_acid&usg=ALkJrhgLD086F9N3Sl6FTgUGlCZ6Z1J-FAhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/M-Toluic_acid&usg=ALkJrhhja1cUgpQeYhiszADA8EJ7oaZw6Ahttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/P-Toluic_acid&usg=ALkJrhj6REBxQSfZVN9fC2NUceUbXJeLiAhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Soda_lime&usg=ALkJrhg7GR9Q1t9VMl74GSvl2jJVMF5Kjghttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Soda_lime&usg=ALkJrhg7GR9Q1t9VMl74GSvl2jJVMF5Kjghttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Cresol&usg=ALkJrhjq7ZsxYRYvC8AqwzHt6Dk1W7og9Qhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/File:TolueneBromination2006.png&usg=ALkJrhhFjMpnVL0AjheRgqisb9pqXFSxfQhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/File:Toluene_3nitricacid.PNG&usg=ALkJrhj4hrEN3WErHjTsgGfLyrgXn0cKoghttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Bromobenzene&usg=ALkJrhjQ3T1wmeUs_cYOd98CnUKui-a0Kwhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Decarboxylation&usg=ALkJrhiUKJkXcPFKt_Pro-RPPiu_bEC8aAhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/O-Toluic_acid&usg=ALkJrhgLD086F9N3Sl6FTgUGlCZ6Z1J-FAhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/M-Toluic_acid&usg=ALkJrhhja1cUgpQeYhiszADA8EJ7oaZw6Ahttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/P-Toluic_acid&usg=ALkJrhj6REBxQSfZVN9fC2NUceUbXJeLiAhttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Soda_lime&usg=ALkJrhg7GR9Q1t9VMl74GSvl2jJVMF5Kjghttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Soda_lime&usg=ALkJrhg7GR9Q1t9VMl74GSvl2jJVMF5Kjghttp://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Cresol&usg=ALkJrhjq7ZsxYRYvC8AqwzHt6Dk1W7og9Q


19/48


Tol9en #h &H9 .R# $ng lm $9ng mKiha an nhiO9 loWi %/ li79

nhR sdnF ## loWi nha Wo mng #ho sdnF m# inF #h: ha h#F #ao

s9F m# inF #h: JH $4nhF

Trong ngnh ha sinhF ngR`i a $ng ol9en .V #h hemoglo6in H

6o htng #[9 Tol9en ni iHng #n %X n # hV .iO9 #hH TNT>

C)UD 3)N,3M C)5N,*3D 3)*,

Thnh ph[n #a hn hp nhi\n li79 m& 6a&

K) T/ i ? :

^: $] #h&

NH9 iHp '(# %i ol9en rong h i gian . $iF # hV 68

67nh 9ng hR

Toluene "0n, n9n ":t -;o do c "?e

c$a m@n".

At c "i "Dn o -i benzene n l; mt dun, m0i t"Dm Ec"uFn bG "a c"4t

. [vT wU hx BxN tUyN TH! NGHIzM

+n phIm h9 .R# l pMol9en s9nyona nari

+n phIm # $Wng 6" m9 rngF r: ha an rong nR#F Jhan

Bn l9/n>

+ mol #a Tol9en l>nw 0F15 mol

+ mol #a )*+,- l>nw 0F1 mol

mw 0F151-w*F1g

;P)?N @A2 ?N)
http://vi.wikipedia.org/wiki/Dung_m%C3%B4ihttp://vi.wikipedia.org/w/index.php?title=S%C6%A1n&action=edit&redlink=1http://vi.wikipedia.org/w/index.php?title=C%C3%A1c_lo%E1%BA%A1i_nh%E1%BB%B1a_t%E1%BA%A1o_m%C3%A0ng_cho_s%C6%A1n,_m%E1%BB%B1c_in&action=edit&redlink=1http://vi.wikipedia.org/wiki/Ch%E1%BA%A5t_h%C3%B3a_h%E1%BB%8Dchttp://vi.wikipedia.org/wiki/Cao_suhttp://vi.wikipedia.org/wiki/Cao_suhttp://vi.wikipedia.org/w/index.php?title=M%E1%BB%B1c_in&action=edit&redlink=1http://vi.wikipedia.org/w/index.php?title=Ch%E1%BA%A5t_k%E1%BA%BFt_d%C3%ADnh&action=edit&redlink=1http://vi.wikipedia.org/wiki/H%C3%B3a_sinhhttp://vi.wikipedia.org/wiki/Hemoglobinhttp://vi.wikipedia.org/wiki/T%E1%BA%BF_b%C3%A0o_h%E1%BB%93ng_c%E1%BA%A7uhttp://vi.wikipedia.org/wiki/T%E1%BA%BF_b%C3%A0o_h%E1%BB%93ng_c%E1%BA%A7uhttp://vi.wikipedia.org/wiki/Ung_th%C6%B0http://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Benzene&usg=ALkJrhhvG1saZdKlTykQTDj-7P_Us3CW1ghttp://vi.wikipedia.org/wiki/Dung_m%C3%B4ihttp://vi.wikipedia.org/w/index.php?title=S%C6%A1n&action=edit&redlink=1http://vi.wikipedia.org/w/index.php?title=C%C3%A1c_lo%E1%BA%A1i_nh%E1%BB%B1a_t%E1%BA%A1o_m%C3%A0ng_cho_s%C6%A1n,_m%E1%BB%B1c_in&action=edit&redlink=1http://vi.wikipedia.org/wiki/Ch%E1%BA%A5t_h%C3%B3a_h%E1%BB%8Dchttp://vi.wikipedia.org/wiki/Cao_suhttp://vi.wikipedia.org/wiki/Cao_suhttp://vi.wikipedia.org/w/index.php?title=M%E1%BB%B1c_in&action=edit&redlink=1http://vi.wikipedia.org/w/index.php?title=Ch%E1%BA%A5t_k%E1%BA%BFt_d%C3%ADnh&action=edit&redlink=1http://vi.wikipedia.org/wiki/H%C3%B3a_sinhhttp://vi.wikipedia.org/wiki/Hemoglobinhttp://vi.wikipedia.org/wiki/T%E1%BA%BF_b%C3%A0o_h%E1%BB%93ng_c%E1%BA%A7uhttp://vi.wikipedia.org/wiki/T%E1%BA%BF_b%C3%A0o_h%E1%BB%93ng_c%E1%BA%A7uhttp://vi.wikipedia.org/wiki/Ung_th%C6%B0http://translate.googleusercontent.com/translate_c?hl=vi&rurl=translate.google.com.vn&sl=en&tl=vi&u=http://en.wikipedia.org/wiki/Benzene&usg=ALkJrhhvG1saZdKlTykQTDj-7P_Us3CW1g


20/48


@hi lRng h9 .R# h# H>1*g

5 NG NG C{A SN PH|M T}O THxNH

ng $ng l #h: '(# # #ho ## phn ng eser haF 'i mfng 6bng #h4nh

a#i$

Bi :

PHN NG ACETYt HA AMIN TH~M

TNG HP ACETANItI

1. MC !CH

Phn ng a#&l ha amin hdm l k9 rXnh ha& hH ng9&\n _ h&$ro

#a nhm ,)F MN)*6bng nhm a#&l ^C,,M NH9 ^ w C)3M hX a # phn

ng a#e&l

C# # nhEn a#e&l ha> C)3C,ClF C)3C,*,F C)3C,,)

". PHN NG".1. P#/ 0 23 4/

N)*

D C)3C,,)

N)C,C)3

D )*,

?nilin a#i$ a#ei# ?#eanili$

".". D/ @D W >? @

;P)?N @A2 ?N)


21/48


H>? @ D/ @D S` &]/

;P)?N @A2 ?N)


22/48


23/48


".". S# 9 ;*+ 0 i, 6 /i


24/48


L# l:& sn phIm hK r\n ph]9 l# h( #hEn JhKng % r_a %i l[n

6bng nR# lWnh Jhong 5ml l[n

Cho a#eanili$ hK %o 6e#her #ha 150ml nR# .9n sKi % Jh9:& .O9

NH9 a#eanili$ JhKng an hH a h\m Jhong 50ml nR# .9n sKi %o #ho .HnJhi JhKng #n #h: rn ha& #h: $[9 NH9 $9ng $8#h # m9F .V ng9"i m"

l % h\m 1g han hoW 4nh Q9n sKi lWi Jhong * ph( % l# 6bng gi:& l#

'Hp m(i

NR# k9a l# .R# lm lWnh % Jh9:& .O9 rong h`i gian .[9

?#eanili$ s JH inh S nhi7 ." h:p L# h9 sn phIm % 4nh hi79 s9:

Ch :a#eanili$ l #h: rn JH inh $Wng %I& rngF # ." an rong

nR#> 00C>

0F53g 100g )*, 1000C> 5F00g 100g )*,

5. H>? @ $ D/

Ai&i( 2K+& ?8i)

?) T6 @ W\ &':

L #h: lng snh nhR $[9F nhi7 ." sKi 1U-F-0CF $w 1F0**gmlF 4 an rong

nR#F an nhiO9 rong $9ng mKi h!9 #d

) T6 @ >? J@:

T6 Qi >?

?nilin o'i ho #h/m rong rong JhKng Jh4F Wo nh!ng %H m9 . nE9

T6 ?#

?nilin l m" 6a~d &H9 C# amin hdm nhR anilin # 4nh 6a~d &H9 hdn

nhiO9 aliphai# amin ?nilin phn ng %i a'i mWnh Wo hnh ion

anili9mha& phen&l a#moni9m CGF)5MN)3D = anilin l 6a~d &H9F n

Wo JH a %i m9i JmF nhKm % s T9& nhi\n 4nh 6a~d #a n

&H9 hdn?8i?@F $9ng $8#h #a n JhKng lm .i m9 k9} 4m

;P)?N @A2 ?N)
http://vi.wikipedia.org/wiki/Amoniachttp://vi.wikipedia.org/wiki/Amoniac


25/48


26/48


?#i$ a'ei# l #h: lngF JhKng m9F # %8 #h9aF an %K hWn rong nR#

) T6 @ >? J@:

?#i$ a#ei# # ## 4nh #h: ha h# #a m" a#i$

?'i a'ei# l m" a'i &H9F h9"# nhm a'i monoproi# NhRng 4nh a#i$

#a n mWnh hdn a#i$ #a#6oni#

?#i$ a#ei# # $ng %i rR9 e&li# Wo ra e&l a#ea phn ng ese ha

@) i* @,:

Trong #Kng nghi7p> ,'i ha 69an

Trong phng h4 nghi7m>

) / D/:

Ng9&\n li79 rong #Kng nghi7p #h: $oF d nhEn WoF $R#

phImF h9# $i7 #Kn rngF phIm nh9"m

Pha #hH gi:m fn

) T/ i ? :

Trnh iHp '(# %i nhi7F ia l_aF ngn l_aF % ## %/ li79 JhKngRdng h4#h

?#i$ a#ei# # 4nh fn mn ## Jim loWi nhR s

;E& J4#h ng % 6ng nng Trnh h4 hdi ha& 6i

;P)?N @A2 ?N)
http://vi.wikipedia.org/wiki/Axit#Axit_monoprotichttp://vi.wikipedia.org/wiki/Axit#Axit_monoprotic


27/48


Trnh iHp '(# %i mF $a % k9[n o

. [vT wU

Ta h9 .R# -F*--g sn phIm l ?#eanili$

A@K?i&iK

IUPAC


28/48


.R# Xm h:& s_ $ng rong ## r9ng gian rong m& gia # #ao

s9ng hpF h9# nh9"m % h9# nh9"mng hp r9ng gianF

% long njong hp

?#eanili$ .R# s_ $ng #ho %i7# sn '9: #lor9a -M

a#eami$o6en~ens9nyon&lF m" r9ng gian k9an rng .V sn '9: ##

loWi h9# s9lya

N #Yng l m" iOn #h: rong k9 rXnh ng hp Jhng sinh

peni#illin % $R# phIm Jh#

Trong hH J 1 a#eanili$e l m" rong m" s lRng ln ## hp

#h: .R# s_ $ng nhR l h_ nghi7m ## nh ph riVn nhiHp nh

;P)?N @A2 ?N)
http://en.wikipedia.org/wiki/Rubberhttp://en.wikipedia.org/wiki/Rubberhttp://en.wikipedia.org/wiki/Dyehttp://en.wikipedia.org/wiki/Camphorhttp://en.wikipedia.org/wiki/Photographic_developerhttp://en.wikipedia.org/wiki/Rubberhttp://en.wikipedia.org/wiki/Rubberhttp://en.wikipedia.org/wiki/Dyehttp://en.wikipedia.org/wiki/Camphorhttp://en.wikipedia.org/wiki/Photographic_developer


29/48


Bi :

TNG HP ETYt ACETAT

1. MC !CHPhn ng gi!a a#i$ % rR9 JhKng # #h: '(# # l phn ng h9/n

ngh8#h % r: #h/m CEn 6bng .W .R# sa9 nhiO9 ng& NH9 h\m %o

Jhong 3q a#i$ )*+,-.# hX #En 6bng # hV .W .R# sa9 %i gi`

ser .R# .iO9 #hH Jhi #ho a#i$F nirilF #lor9a a#i$F anh&$ri# a#i$

# $ng %i rR9 ho# phenol

ser l $9ng mKi h!9 #d .R# s_ $ng r"ng rji rong m phImF

$R#F #Yng nhR ## ngnh #Kng nghi7p Jh# =o .F m# .4#h h4 nghi7m

nhbm gi(p sinh %i\n lm k9en %i phn ng eser ha hKng k9a %i7# .iO9

#hH e&l a#eae

". PHN NG

".1. P#/ 0 23 4/

C)3C,,) D C*)5,) C)3C,,C*)5 D )*,

)*+,-

".". D/ @D W >? @

;P)?N @A2 ?N)


30/48


H>? @ D/ @D S` &]/15C)3C,,) .#

30ml

1Ganol -0ml

1)*+,-.# -ml

1U+K .a 10q *0ml

1Na*+,-Jhan

1 BXnh #[9 * #

*50ml

* Nhi\ JH 1000C

3 ng .ong 100ml

- +inh hn #[9

5 Ph]9 #hiH *50ml Be#her 100ml

U BHp .i7n

01

01

01

01

01

0301

".5. S# 9 ;*+ 0 6 /i


31/48


".. Ti, 6 /i78

Cho %o 6Xnh #[9 hn hp a#i$ a#ei# % eanol %i lRng h4 nghi7m


32/48


L #h: lngF mi gF %8 #h9a #a #hanhF an rong nR#F rR9F eeF

6en~en nhi7 ." $Ri 1G0CF a#i$ a#ei# %i hm lRng nR# $Ri 1q

rKng ging nhR nR# .F hR`ng gi l a#i$ 6fng

6 T6 @ >? J@:

L m" a#i$ &H9F # .[& . 4nh #h: #a m" a#i$

@) i* @,:

Q+ >? ?QK?&K+:

* C-)10D 5 ,* - C)3C,,) D * )*,

* C)3C), D ,* * C)3C,,)

Q+ >? K+&K: t?:

C*)5,) D ,* C)3C,,) D )*,

) / D/:

Trong #Kng nghi7p ha #h:> Tng hp a#eonF a'e&l'enl9lo~dF

$9ng mKi h!9 #dF $R# phIm #ao s9F sdnF h9# nh9"mF h#

phImF I& %i

@) Cm@ / i ? :

+n phIm 6o k9n ndi JhKF hong m


Trnh h4 hdi ha& 6i

5."E?& (0]* K+&i@):

?) T6 @ W\ &':

;P)?N @A2 ?N)


33/48


L #h: lngF JhKng m9F rong s9F mi hdm $] #h89F sKi S UF30CF ha

rn S M11-F150CF nhZ hdn nR#F an %K hWn rong nR#F ha an .R# nhiO9

#h: nhR ioF 6en~enh( ImF $] #h&F Jhi #h& JhKng # Jhi % ngn l_a

# m9 'anh $a r`i

) T6 @ >? J@:

T4nh #h: #a m" rR9 .dn #h#>

Phn ng hH %i Jim loWi JiOmF Jim loWi JiOm h

Phn ng ese haF phn ng gi!a rR9 % a#i$%i mKi rR`ng l a#i$

s9ly9ri#.# nng Wo ra ese

Phn ng loWi nR# nhR #h nR# rong m" phEn _ .V Wo hnh oleyinF

rong mKi rR`ng a#i$ s9ly9ri#.# S 10

0

C>

@) i* @,:

anol .R# sn '9: 6bng # #Kng nghi7p ha $[9F hKng k9a #Kng ngh7

h&.ra ha \&lenF % heo phRdng php sinh h#F 6bng ##h l\n men

.R`ng ha& ngY ## %i men rR9

) / D/:

+n '9: gi:mF e&l aminF e&l eser % ## hp #h: Jh#

) T/ i ? :

;P)?N @A2 ?N)
http://vi.wikipedia.org/wiki/Acidhttp://vi.wikipedia.org/w/index.php?title=Acid_sulfuric&action=edit&redlink=1http://vi.wikipedia.org/w/index.php?title=Acid_sulfuric&action=edit&redlink=1http://vi.wikipedia.org/wiki/Estehttp://vi.wikipedia.org/wiki/Olefinhttp://vi.wikipedia.org/w/index.php?title=Acid_sulfuric&action=edit&redlink=1http://vi.wikipedia.org/w/index.php?title=C%C3%B4ng_nghi%E1%BB%87p_h%C3%B3a_d%E1%BA%A7u&action=edit&redlink=1http://vi.wikipedia.org/wiki/%C3%8Atylenhttp://vi.wikipedia.org/w/index.php?title=Men_r%C6%B0%E1%BB%A3u&action=edit&redlink=1http://vi.wikipedia.org/wiki/Acidhttp://vi.wikipedia.org/w/index.php?title=Acid_sulfuric&action=edit&redlink=1http://vi.wikipedia.org/w/index.php?title=Acid_sulfuric&action=edit&redlink=1http://vi.wikipedia.org/wiki/Estehttp://vi.wikipedia.org/wiki/Olefinhttp://vi.wikipedia.org/w/index.php?title=Acid_sulfuric&action=edit&redlink=1http://vi.wikipedia.org/w/index.php?title=C%C3%B4ng_nghi%E1%BB%87p_h%C3%B3a_d%E1%BA%A7u&action=edit&redlink=1http://vi.wikipedia.org/wiki/%C3%8Atylenhttp://vi.wikipedia.org/w/index.php?title=Men_r%C6%B0%E1%BB%A3u&action=edit&redlink=1


34/48


L #h: $] #h&F $] 6 l_a

anol JhKng phi l #h: ."# # ."# 4nh #aoF nhRng # hV gE& ra _

%ong Jhi ntng ." #tn rong m9 .W i 0F-q

;E& J4#h ng m r[m rng


. [vT wU

Th9 .R# 3-ml sn phIm l e&l a#eae

. NG NG C{A SN PH|M

h&l ?#eae s_ $ng nhR l m" $9ng mKi ho# l hnh ph[n rong nhiO9

k9& rXnh #Kng nghi7p>

Th9# $i7 #Kn rng

Tng hp nh9"m% m# in

)Rdng phIm % inh $[9 B" Jhi n

)a #h: I& r_aF #h: r_a sdn mng a&F % hinners

=9ng mKi ha #h hW # ph\ hK

;P)?N @A2 ?N)


35/48


36/48


C)*

C) ,

, C

^1

,

C)* , C

,

^3

C

,

^*

D 3Na,)

^1C,,Na

^*C,,Na

^3C,,Na

C)*

C)

C)*

,)

,)

,)

D

Phn

ng h& phEn $[9 h# %/ rong mKi rR`ng JiOm gi(p sinh %i\n hiV9 r

k9 rXnh .iO9 #hH ' phng $[9 h# %/

". PHN NG

".1. P#/ 0 23 4/

C)*

C) ,

, C

^1

,

C)* , C

,

^3

C

,

^*

D 3Na,)

^1C,,Na

^*C,,Na

^3C,,Na

C)*

C)

C)*

,)

,)

,)

D

".". D/ @D W >? @

H>? @ D/ @D S` &]/*0=[9 h# %/ *5g

*1anol 10ml

1 Be#her 500ml

* QYa Jh9:& h&

01

01

;P)?N @A2 ?N)


37/48


**=9ng $8#h Na,)

*0q 30ml

*3=9ng $8#h NaCl

6jo ha 150ml

inh

3 Nti ##h h&

- )7 hng l# p

s9:5 BHp .i7n

01

01

01

*3 +d .t k9& rXnh iHn hnh h4 nghi\m

;P)?N @A2 ?N)


38/48


".5. Ti, 6 /i78

Cho *5g $[9 $a $[9 h# %E %o 6e#her % h\m %o ## 10ml

rR9 e&li# @h9:& .O9 % h\m %o ## 30ml $9ng $8#h Na,) *0q TiHn

hnh .9n ##h h& rong 1g30 ph( % l9Kn Jh9:& .O9 hn hp rong k9

rXnh h4 nghi7m+a9 Jhi ngRng .9nF . on 6" hn hp %o 150ml NaCl 6jo ha

nng QV ng9"iF l# l:& ' phng r\n ph]9 l# p s9: h:p Th9 l:& sn

phImF |p % phdi JhK Qnh gi sd 6" rWng hiF m9 s#F miF p) % Jh

nfng I& r_a #a sn phIm

5. H>? @ $ D/

N?OH (N?0i i0Qi):

?) T6 @ W\ &':

L #h: rn # m9 rng S $Wng %i\nF %& ho# hW ho# S $Wng $9ng $8#h

6jo ha 50q

;P)?N @A2 ?N)


39/48


nanpi ha an )oM--F5Jmol

rong $9ng $8#h n Wo hnh $Wng monoh&$ra S 1*F3MG1FU C %i nhi7

." nng #h& G5F1 C % rng rong $9ng $8#h l 1FU* g#m3

) T6 @ >? J@:

Phn ng %i ## a'4% K'4 a'4 Wo hnh m9i % nR#>Na,)$$D )Cl$$ NaCl$$D )*,

Phn ng %i #a#6on .iK'4>* Na,) D C,* Na*C,3D )*,

Phn ng %i ## a'4 h!9 #d Wo hnh m9i #a n % h& phEn ese

Phn ng %i Jim loWi mWnh Wo hnh 6a~d mi % Jim loWi mi>Na,) D @ @,) D Na

Phn ng %i m9i Wo hnh 6a~d mi % m9i mi>* Na,) D C9Cl* * NaCl D C9,)*

@) i* @,:

Ton 6" $E& #h9&On sn '9: '( fn $a Na,) l $a r\n phn ng

.i7n phEn nR# m9i nR# #i Trong k9 rXnh n& $9ng $8#h m9i

NaCl .R# .i7n phEn hnh #lo ng9&\n rong 69tng anF $9ng

$8#h nari h&.ro'iF % hi.rKng9&\n rong 69tng #aK*3Nh

m& # hiH 68 .V sn '9: .tng h`i '( % #lo hR`ng .R# gi l

;P)?N @A2 ?N)
http://vi.wikipedia.org/wiki/Ax%C3%ADthttp://vi.wikipedia.org/wiki/Hi%C4%91r%C3%B4http://vi.wikipedia.org/wiki/Natri_hi%C4%91roxit#cite_note-1http://vi.wikipedia.org/wiki/Natri_hi%C4%91roxit#cite_note-2http://vi.wikipedia.org/wiki/T%E1%BA%ADp_tin:Ester_hydrolysis.pnghttp://vi.wikipedia.org/wiki/Ax%C3%ADthttp://vi.wikipedia.org/wiki/Hi%C4%91r%C3%B4http://vi.wikipedia.org/wiki/Natri_hi%C4%91roxit#cite_note-1http://vi.wikipedia.org/wiki/Natri_hi%C4%91roxit#cite_note-2


40/48


41/48


Bi f:

PHN NG EHYRAT HA

TNG HP IETYt ETER hx ETYtEN

1. MC !CHT& heo nhi7 ."F phn ng # hV iHn hnh $eh&$ra ha al#ol .V Wo

ra eer ho# alJen Phn ng hR`ng .R# iHn hnh Jhi # m '(# #

C# '(# # hR`ng $ng l> )*+,-./m .#F )3P,-F ?l*,3

". PHN NG

".1. P#/ 0 23 4/

".1.1. P#/ 0 23 4/ / ]2 iK+& KK0

*C*)5,) C*)5 , C*)5 D )*,)*+,-

1-00C

".1.". P#/ 0 23 4/ / ]2 K+&K

C*)5,))*+,-

100C

C)* C)* D )*,

;P)?N @A2 ?N)


42/48


".". D/ @D W >? @

".".1. T/ ]2 iK+& KK0

H>? @ D/ @D S` &]/*-anol 5ml

*5)*+,-.# *5ml

*G?l*+,-3Jhan 5g

*=9ng $8#h CaCl*

50q *0ml

*UCaCl*Jhan

*NR# . Q ##

1 BXnh #[9 3 #

* Nhi7 JH *000C

3 Ph]9 nh gi

- +inh hn hng

5 BHp .i7n

G rlen *50ml

ng .ong 100ml

U Ph]9 #hiH *50ml

ng ni #ong

01

01

01

01

01

01

01

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0*

".".". T/ ]2 K+&K

H>? @ D/ @D S` &]/1 )*+,- .#

* ^R9 e&li# G0

3 C

1 ng nghi7m #h89

nhi7

* N( #ao s9 # gn

ng $n Jh4

01

01

01

01

;P)?N @A2 ?N)


43/48


44/48


Diethyl ether,cn )*c ,/i l; te ethyl, etherDn ,i


45/48


C ,)

,)

,

D C)3,)

C ,C)3

,)

,

D )*,)*+,-

+ali#&li# a#i$ 2ehanol 2eh&l sali#&lae

".". D/ @D W >? @

H>? @ D/ @D S` &]/30+ali#&li# a#i$ 0F050mol

31?#i$ )*+,-./m .# Uml

3*^R9 me&li# 30ml

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3-Q 6

35CaCl* Jhan

1 BXnh #[9 01 #

*50ml

* )7 hng sinh hn

3 Tha9 nha nti- BHp .i7n

5 Ph]9 #hiH 500 ml

G rlen *50ml

Be#her 500ml

01

01

01

0101

01

01

;P)?N @A2 ?N)


46/48


".5. Ti, 6 /i78

Lp h7 hng sinh hn nhR hXnh % Cho 0F050 mol a#i$ sali#&li# %

30 ml rR9 me&li# %o 6Xnh #[9 m" #

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http://en.wikipedia.org/wiki/Chemical_formulahttp://en.wikipedia.org/wiki/Arene_substitution_patternshttp://en.wikipedia.org/wiki/Carboxylic_acidhttp://en.wikipedia.org/wiki/Chemical_formulahttp://en.wikipedia.org/wiki/Arene_substitution_patternshttp://en.wikipedia.org/wiki/Carboxylic_acid


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http://en.wikipedia.org/wiki/Biosynthesishttp://en.wikipedia.org/wiki/Phenylalaninehttp://en.wikipedia.org/wiki/Arabidopsis_thalianahttp://en.wikipedia.org/wiki/Sodium_salicylatehttp://en.wikipedia.org/wiki/Sodium_phenolatehttp://en.wikipedia.org/wiki/Sodium_phenolatehttp://en.wikipedia.org/wiki/Phenolhttp://en.wikipedia.org/wiki/Carbon_dioxidehttp://en.wikipedia.org/wiki/Kolbe-Schmitt_reactionhttp://en.wikipedia.org/wiki/Kolbe-Schmitt_reactionhttp://en.wikipedia.org/wiki/Sulfuric_acidhttp://en.wikipedia.org/wiki/Hydrolysishttp://en.wikipedia.org/wiki/Hydrolysishttp://en.wikipedia.org/wiki/Aspirinhttp://en.wikipedia.org/wiki/Salicylic_acid#cite_note-5http://en.wikipedia.org/wiki/Methyl_salicylatehttp://en.wikipedia.org/wiki/File:Kolbe-Schmitt.pnghttp://en.wikipedia.org/wiki/Biosynthesishttp://en.wikipedia.org/wiki/Phenylalaninehttp://en.wikipedia.org/wiki/Arabidopsis_thalianahttp://en.wikipedia.org/wiki/Sodium_salicylatehttp://en.wikipedia.org/wiki/Sodium_phenolatehttp://en.wikipedia.org/wiki/Sodium_phenolatehttp://en.wikipedia.org/wiki/Phenolhttp://en.wikipedia.org/wiki/Carbon_dioxidehttp://en.wikipedia.org/wiki/Kolbe-Schmitt_reactionhttp://en.wikipedia.org/wiki/Kolbe-Schmitt_reactionhttp://en.wikipedia.org/wiki/Sulfuric_acidhttp://en.wikipedia.org/wiki/Hydrolysishttp://en.wikipedia.org/wiki/Hydrolysishttp://en.wikipedia.org/wiki/Aspirinhttp://en.wikipedia.org/wiki/Salicylic_acid#cite_note-5http://en.wikipedia.org/wiki/Methyl_salicylate


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Jhng %i\mF gim .a9F s_ $ng rong $[9 hoaF h9# m

Bao Cao Thi Nghiem Hoa Huu Co

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