1O

OH

asam 2,2-dimetil propanoat

OH

O

Br

Br

asam 2,3-dibromopentanoat

OH

HO

O

OH

asam 2,5-dihidroksibenzoat

Cl O

O

OH

asam 2-(4-klorofenoksi) asetat

O

OH

I

4-iodobutanoic acid

2

K+O O-

potassium formate

Na+

Na+

O

O-

O

O-

disodium o-phthalate

Na+

O

O-

sodium benzoate

O

OH

m-methylbenzoic acid

3a

Br

1-bromopropana

(1) Mg, eter

(2) CO2

(3) H2O, H+

OH

O

asam butanoat

mekanisme

Br Mg, eter MgBr O C O

O

C

O

CH2CH2CH3

+MgBr

H+

OH

O

3b

Bab 6.9.A

HO

(1) KMnO4, OH-

(2) H+ OH

O

asam butanoatbutanol

Bab 7.11.C

3c

H

O

(1) KMnO4, H+

(2) H2OHO

O

butanal asam butanoat

Bab 11.8

3d

KMnO4 panas

OH

O

4-oktena asam butanoat

Bab 9.14

3e Bab 13.5.C

O

O

OH-, H2O

OH

O

asam butanoatetil butanoat

mekanisme :

O

O

OH

O

O

OH

H+

OH

O

+ CH3CH3OH

+ CH3CH2OH

etanol

3f(1) H2, Pt

(2) KMnO4, H+

OH

O

1-pentuna asam butanoat

mekanisme:

H2, Pt KMnO4, H+

OH

O

+H H

O

formaldehid

+H H

O

4a Bab 12.7

H OH

O

+ OHH+

panasHC O

O

mekanisme:

HC OH

O

H+

HC OH

OHOH

HC OH

OH

O H-H+

HC OH

OH

OH+

asam format sikloheksanol sikoheksil format

lanj. 4a

HC OH2

OH

O-H2O

CH

OH

O

CH

OH

O-H+

HC O

O

4b

4c

O

OH

+ HOCH2CH2OHH+

panas

O

OH

+H+

panas(R)-CH3CH2CHOHCH3

5Bab 12.8

O

OH

asam 3-pentenoat

O

OH

asam 2,2-dimetilpropanoat

(1) LiAlH4

(2) H2O, H+ OH

2,2-dimetilpropanol

(1) LiAlH4

(2) H2O, H+OH

3-pentenol

O

HO OH

O

(1) LiAlH4

(2) H2O, H+

HO OH

asam teref talat 1,4-fenilendimetanol

6

Cl

O

Br

O

Br Cl

O

3-butenoil klorida4-bromobenzoil bromida3-metilbutanoil klorida

7a

Cl

O

H2O

OH

O

asam propanoatpropionil klorida

mekanisme:

CH3CH2C Cl

OH2O

CH3CH2C Cl

O

OH2

-Cl-

CH3CH2C

O

OH2

-H+

OH

O

Bab 13.3

7b

Cl

O

O

O

propionil klorida

mekanisme:

CH3CH2C Cl

O

CH3CH2C Cl

O

O -HCl

OH+

sikloheksanol sikloheksil propionat

OHH

O

O

Bab 13.3

7c

Cl

O

propionil klorida

mekanisme:

CH3CH2C Cl

O

OH+ Br

4-bromofenol

AlCl3

OHBr

O

CH2CH3

1-(5-bromo-2-hidroksifenil)propanon

AlCl3

-AlCl4-

O

OHBrOHBr

H CH2CH3

O

-H+

OHBr

O

CH2CH3

Bab 13.3

7d

Cl

O

propionil klorida

+

Na+O-

natrium etoksida

etanol

7e

Cl

O

propionil klorida

+ OH-, H2ONH

piperidin

N

O

+

1-(1-piperidinil)propanon

HCl

7f

Cl

O

propionil klorida

+ (CH3CH2)2CuLi

O

3-pentanon

Bab 13.3

Bab 13.3

7g

Cl

O

propionil klorida

H

O

(1) LiAlH[OC(CH3)3]3

(2) H2O, H+

propanal

7h

Cl

O

propionil klorida

(1) 2 CH3CH2MgBr, eter

(2) H2O, H+

mekanisme:

CH3CH2C Cl

OCH3CH2MgBr

-Cl- CH3CH2C

O

CH2CH3

+MgBr

CH3CH2CCH2CH3

O

CH3CH2MgBr

CH3CH2CCH2CH3

O

CH2CH3

+MgBr

H+

OH

3-etil-3-pentanol

OH

Bab 13.3

Bab 13.3

7i

Cl

O

propionil klorida

mekanisme:

Br2 Br

O

Br

Cl

O

Cl

OH

Br2

Cl

Br

OH

Br

-HCl

2-bromopropanoil bromida

Br

O

Br

O

O O

anhidrida pentanoat propionat

8

O

O O

anhidrida 2-fenilasetat 4-metilbenzoatO

O O

dihidrofuran-2,5-dion

H O

O O

anhidrida asetat format

Bab 13.3

9a

O

O

metil benzoat

H2O, H+ OH

O

asam benzoat

mekanisme:

C

O

OCH3H+

C

OH

OCH3H2O

C

OH

OCH3

OH2

-H+

C

OH

OCH3

OH

H+

C

OH

OCH3

OH H

-CH3OH

C

OH

OH

-H+

C

O

OH

Bab 13.5

9bBab 13.5

Bab 13.59c

O

O

metil benzoat

OHLiAlH4

benzilalkohol

O

O

metil benzoat

mekanisme:

C

O

OCH3 C

O

OCH3

-CH3O

C

O

CH3

OH

2-fenil-2-propanol

(1) 2 CH3MgBr, eter

(2) H2O, H+

CH3MgBr

CH3

+MgBr

CH3MgBrC

O

CH3

CH3

+MgHBrH

H2O, H+

C

OH

CH3

CH3

9d

O

O

metil benzoat

mekanisme:

C

O

OCH3 C

O

OCH3

-CH3OC

O

CH3

CH3MgBr, eter

CH3MgBr

CH3

+MgBr

O

asetofenon

Bab 13.5

Bab 13.59e

O

O

metil benzoat

CH3NH2

O

NH

N-metilbenzamida

9fBab 13.5

O

O

metil benzoat

mekanisme:

C

O

OCH3 C

O

OCH3

-CH3OC

O

C6H5MgBr, eter

C6H5MgBr

C6H5

+MgBr

O

benzofenon