Mme Benyarou

EPST-Tlencem 2012/2013

Dpartement de chimie Chimie 4 : TD

TD N1 Chimie4

Exercice I :

Etablir la formule dveloppe des composs portant les noms suivant :

1)4-thyl-2,2,6-trimthyloctane 2) butanedioate de dimthyl

3)N-buthylpropanamide 4)N-thyl-2-phnylthylamine

5) pent-3-yne-ol 6) benzylvinylctone

7) p-methylbenzonitrile 8)1,1,1-trichloro-2-2-diphnylthane

9) 1,5-dibromo-4-mthylpent-2-ne 10) 4-oxo-2-isopropylpentanal

11) 5-hydroxy-4-thyl-3-mthylhexan-2-one 12) 4thyl-2-mthylhex-3-ne
13) Pent-1-n-3-one 14) 6-amino-2-mthylheptanenitrile
15) Chlorure de 3-mthylbutanoyle 16) 4-bromo-3,5-dimthoxyphnol.
17) N-mthyl-N-thylbutylamine 18) 1-cyclopentylcyclodecane

19)1,1-dibromo-2,3-dichloro-4-propylcyclobutane

Exercice II :

Les noms suivants, mme sils dcrivent sans ambigit une structure, ne sont pas
corrects aux regards des rgles de nomenclature. Pourquoi ne le sont pas ? Quel serait
le nom correct ?

1) 3-propylnonane 2)2-fluoro-3-oxobutane

3)1, 1, 2,2 tetramthylthane-1,2-diol 4) 1-cyanobut-3-ne-one

5) N-mthyldiphnylamine 6) dimthylactylne

7) cyclopent-1-ne- 3-ol 8) 2,2,dimthylbutanone

9) 3-oxocyclohxylamine 10) 2- thylpropne

11) 2,4,5,6,pentamthyloctane 12) thoxymthane

13) 2-thylcyclohxane 14) N-mthyl-N-butylamine

15) 1,1,4-trimthylbutane 16)3,7-dicloro-6-thyl-4,4-dimthylnonane

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Exercice III :
CH3
3HC CH2 CH2 CH3 H
H3C HC CH3 C CH2 C CH2 CH2 CH3
CH3
2 CH3 CH2
1 3
H3C CH3
CH3 O

H
H3C C CH3 CH3 CH2 C C CH3

CH3 OH

5 6
4
C4H9
CH3 CH3
CH2CH2CH3
H H
CH3 CH CH CH2 CH2 C C C CH2 CH3

CH2CH3 CH2 CH3 CH3 CH2CH3

7 CH3 8

H CH CH2
C N
CH2 C CH2

10 11 12
9

CH3 H3C
OH
H3C
CH3
CH3
CH3 CH3

14
15
13

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OH Cl

H3C O C C CH3 iBuC

C O
O
O CH3
17 18
16
O
O

H2C CH CH2 C C CH3 CH2 O CH2 C CH CH3 C

OCH3 COOH
19 O 20 21

HOOC H2C CH2

COOH C CH3
CH CH C6H11

HO CH2COOH O 24
23
22

COOH
O
Cl O

25 27
26

28 29 30

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Corrig de la serie1

Exercice I :

CH3 C2H5
H2 H
CH3 C C C CH2 C CH2 CH3 H3C O C CH2 CH2 C O CH3
H
CH3 CH3 O O
1 2

CH3CH2-C-NHBu C2H5NCHCH2 CH3C CCHCH2OH

O 4
3 5

Cl

CH2-C- CH CH2 H3C C N Cl C CH

Cl
O 7
6 8

Br CH3 Br
O
H2 H
2HC C C C CH2 3HC C C C C
H H H
H
O CH
9 10 CH3
H3C

H H H H2 H
3HC C C C C CH3 3HC C C C C CH3
H

OH Et Me O Et Me

11 12

H2 H H2 H2 H2 H
3HC C C C CH2 3HC C C C C C C N
H

13 O OH NH2 14 Me
O

Me
N Bu
Cl
H3CO OCH3 Et
15 17
Me Br 16

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CH3
Cl

Br
Cl
18 Br
19

Exercice II :

CH3CH2CHCH2CH2CH2CH2CH2CH3 CH3 CH C CH3 N C HC C C CH3

H
2 3
1 F O
O
CH2CH2CH3 4-oxopentanitril
3-fluorobutanone
4-ethyldcane

H3C
CH3
C C Me N 5
CH3 CH3 C C CH3
H3C 4
OH OH 6
2,3-dimethyl-2,3-diol but-2-yne
N-MeN-phnylaniline

O
CH3

CH3 C C CH3
7 9
8 NH2
HO CH3 O
cyclopent-2-nol 3,3-dimebutanone 3-aminocycohexanone
CH3

CH3 C CH2 CH2CH CH2 CH CH CH CH2CH3

10
CH2CH3 11
CH3 CH3 CH3 CH3
2-Mebutne
3,5,6,7 -tetrametylnonane
3,4,5,6-ttramtylnonane (correct)

Bu

CH3CH2OCH3 12 CH2CH3 13 NH 14
mthoxythane Me
2-ethylcyclhexne N-MeN-Butylamine

CH3 Me
H2 H2 H2 H H H H2
HC C C CH2 15 3HC C C C CH2 C C C CH3
16
CH3 CH3 Cl Et Me Cl
2-Methylhexane
3,7-dichloro-6-ethyl-4,4-dimethylnonane

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Exercice III :

1)Butane 2)isobutane ou 2-Me propane 3) 2-isobutylpentne

4)nobutane ou 2,2-dimethylpropane 5)3-hydroxypentan-2-one

6)1-cyclobutyl-4-isopropylcyclohexane 7) 3,6-ethyl-2,6,7,8ttramethyldcane

8)1-butyl-3-ethyl-2-propylbenzne 9) 1,2,3-triphnylthane

10)7-cyclohexylhex-3,5-dine-1-yne 11)cyclohexylethylne

13) 3-cyclopropyl-6-Methyldcane 12)cyclohexylcarbonitril

14) 2,2-dimethylcyclohexanol et non 1,1-dimethyl-cyclohexane-2-ol

15) 1-thyl-3-methylcylohexane 16) benzoate de phnyle

17) 3-mthoxybut-2-ne-2-ol

18) 19)2-oxopent-4-noate de mthyle

20)3-ethoxypropyne 21) Acide 2-oxopropanoque

22)acide 3-carboxy-2-hydroxypentadioque

23)1-cyclohexylbutanone

24) 3,4-dipropylhex-3,5-din-yne

25) Acide-4-butylpent-4-noque

26) 6-chloro-1-thoxy-2-Methylhex-3-ne

27) 6-Me-4-(2-methylpropyl)-heptanal-2,5-dine-1-yne ou ) 6-Me-4-(isobutyl)-heptanal-

2,5-dine-1-yne

28) 1,3-dimethyl-4-isopropylcyclohxane et non 2,3-dimethyl-1-isopropylcyclohxane on

respect lordre alphabtique.

29)cyclohxanoate de cyclobutyle 30) 6-cyclopentylhex-3,5-yne