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IUPAC NAME NOMENCLATURE

Write IUPAC names of the following compounds:
ALKANE
CH3—CH—CH3 CH(CH 3) 2

Y
1.1. CH3—CH2—CH—CH2—CH3 13. CH3–CH2–CH2–CH–CH–CH 2–CH 2–CH 2–CH 2–CH 3
H3C–CH–CH 2–CH 3

TR
CH3
CH3—C—CH3 14. CH3–CH2–CH2–CH 2–CH–CH 2–CH 2–CH 2–CH 3
2.2. CH —CH —CH—CH —CH CH2

IS
3 2 2 3

CH3 CH3 H3C–C–CH 3

3.3. CH3—C—CH2—CH2—CH2—C—CH3 CH3

EM
15.
CH2 CH3
CH3

H
4.4. CH3—CH—CH3 16.

IC
CH3

5.5. CH3—CH2—CH2—CH2—CH—CH3
CH3
TH
6.6. CH3—CH2—CH—CH2—CH3 17.
CH3
R

CH3
18.
7.7. CH3—CH—CH2—C—CH3
YA

CH3 CH3
CH3
CH2 19.
D

8.8. CH3—CH2—CH2—CH—CH—C—CH2—CH3
CH CH3 CH2
VI

CH3 CH3 CH3 20.

CH3
YA

9.9. CH3—CH2—CH—CH—CH2—CH3
CH2
CH3
TS

21.
10.
10. CH3—CH2—CH—CH—CH2—CH2—CH2—CH2—CH—CH3
CH3 CH3 CH3
VA

22.
22.
11. CH 3–CH –CH 2–CH 2–CH–CH–CH 2–CH 3
CH 3 CH 3 CH 3

12. CH 3—CH 2—CH —CH2 —CH—CH 2—CH3 23.

23.
CH 2CH3 CH 3
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24. MORE THAN ONE MULTIPLE BOND

24.
1.

2. H
25.
25.

Y
ALKENE 3.
CH3

TR
|
1. CH3—C—CH = CH—CH3
| 4.
CH3

IS
2. 5.

EM
CH3—CH2—CH2 CH3
3. C=C 6.
CH3—CH2—CH2 CH2—CH3

7.

H
4.

IC
8.

5.5.
TH
9.
Me
Me
6. 6.
R

Me = methyl group
Me
10.
7. CH2 = C(CH2CH2CH3)2
YA

11.
8. CH3CH2CH2CH2 CH2CH3
CH3–CHCH=C–CH 2–CHCH 3
D

12.
CH3
VI

ALKYNE
1.
13.
YA

2. HC
HCC
C—CH—CH2—CH3
14. (CH 3) 2 CH—CH=CH—CH 2—CH=CH—CH—CH 3
CH3 C 2H 5
TS

3. HC
HCC—CH2—CH—CH3
CH3 15. CH3–CH=CH–CH2–CH=CH–CH–CH2–CH=CH2
C2H5
4. CHCH
3 3—C
C C
C —CH—CH3 16. CH2=CH—C  C—CH3
VA

CH3
17.
CH 3
5. HC
HCC
C—C—CH 3
CH 3
18.
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ALCOHOL KETONE
1. CH3—CH2—CH—CH2—CH3 16. CH3COCH2CH2CH3
|
CH2—OH
17. (CH3)2CHCOCH(CH3)2

2. CH3—CH2—CH2—CH—CH2—CH3 18. CH3CO(CH2)4CH3

|

Y
CH2—OH
CARBOXYLIC ACID

TR
CH3
| 19.
1. CH3—CH2—CH2—CH—CH2—CH3
3. CH3—CH2—C—–CH—CH2—CH3
| | COOH
CH3 OH
20. (CH3)3CCH2COOH

IS
CH 3
4. CH 3—CH —CH—C—CH 3
MISCELLANEOUS

EM
CH 3 OH CH 3
AMINE 21.
5. CH3–CH2–NH2

H
6. CH3–CH2–NH–CH3
22.

IC
CH 3
O O
N
7. CH 3–CH 2 CH 2–CH 2–CH3 23. CH3—C—O—C—CH2CH3
TH
CH3 CH3
8. CH3—C——N—CH2CH3 24.
CH2 O
R

CH3 5. H
25. 2 C—CH—CH3
YA

CH3 H
9.5. CH3—N—C—CH2—CH3 26.
6. CH3—CH2—N—CHO
CH3 C2H5 O
D

27.
7. H—C—O—CH—CH3
10.
6. CH3CH2—N—CH2CH3 CH3
VI

CH3 CH2Cl
28.
8. CH3—CH2—CH—CH2—CH3
11. (C2H5)3N
YA

NO2 CH3
29.
9. CH3—CH2—CH—CH2—CH—CH3
12. C2H5–N–CH2–CH2–CH2–CH3
TS

C2H5
30. CH3—CH2—CH2—CN

ALDEHYDE CH3 O
VA

CHO 31.
11. CH3—CH—C—NH2
13. |
CH3—CH—CH—CH2 —CH2—CH3
|
CH2
|
CH3
14.

15. (CH3)2CHCH2CH2CHO
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MORE THAN ONE FUNCTIONAL GROUP

OH
CH2—CH—CH2
1. 17. CH3—CH—CH2—CH2—CH2—CH2—CHO
OH OH OH
O O
2. CH3—CH—CH2—CH2—CH—CH2—OH 18. CH3—C—C—CH3
| |

Y
CH3 CH2
| 19.

TR
OH
3. CH3–CH–CH2–CH2–CH2–CH2–CH–CH–CH2–CH3
OH OH OH
OH 20.

IS
4. CH3–CH
CH–CH2–CH2–OH
Cl–CH2–CH2–CH2–CH2

EM
21.

5.
22.

H
IC
23.
49. CH3—CH2—C—CH—CHO

6. O CN
TH
24.
50. CH3—C—CH—C—OCH3
O C=O O
7. COOCH3
CH3
CH2—CH2—COOH O
R

O O 25.
51. CH3—C—CH—CH—CH—CH3
8. CH3 —C —CH2—CH2—C—OH
YA

CH3 CHO CH3

HO—C=O CH3
9. 26.
52. CH3—C=C—C—H
D

CH3 NO2 NH2 Cl

10. HOOC—CH2—CH2—CH2—CH—CH2CH2COOH 27.

53. H2N—CH — CH—CHO
VI

COOH COOH
11. HOOC—(CH2)8COOH
28.
55. (C2H5)2NCH2—CH—COOH
YA

CN
12. CH 3—CH2—CH —CH2—CONH2 Cl

29. CH3  C  O  CH 2  C  OH
— —CH2—CH—CONH2
13. CH3—CH—CH || ||
TS

O O
CH2—OH
O
O O
|| || 30.
60.
14. CH3—CH2—C—CH2—C—N(CH3)2
VA

OH

OC2H5 CH2CH2OH Br CHO

| | |
15. CH3—CHCH2—CHCH2—CH2—CHCONH2 31.
61. CN

CH2—CHO
| 32. CHO
16. CH—CHO 64.
|
CH2—CHO OH
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CH2CH2CHO
CH3 CHCl—CHCl2
7.
33.
67. CH3—CH—CH2—CH—CH2—CH3
CHO
CHCl—CHCl2 Br
34.
69. CH3—CH2—CH2—CH—CH—CH2—CH3 8.

Y
CCl2—CH2Cl

TR
O
35.
71. CH3—CH=C—CH2—CH2—CH2—Cl
CH2—OH
9. —C—Cl

36. (ClCH2—CH2)2NH O

IS
—C—NH2
37.
73. CH3—CH=CH—COOH 10.

EM
COOC2H5
CN
NH2 O 11.
38.
74. CH3—CH2—CH—CH=CH—C—Cl

H
O
75. CH3—CH=C—CH 2—COOH
39. 12. —C—O—CH3

IC
CONH2

O O
Cl COOH
40.
86. CH3—C—N 13.
TH
Cl
OHC
CYCLIC STRUCTURE
R

14.
YA

1.
OH O
O
—C—O—C2H 5
15.
D

2. HO
O
O
VI

CH2—CH2—C—CH3
16.
3.
YA

O CN

CH=CH—C—CH 2 CH 3 17.
CH 3
4.
TS

O 18.
CH 3
VA

5. O
CH 2—C —OCH 3
CH 3
19. O

6.
20. OH
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OH COOH
CH 2—C —OCH 3 OH
21. O 31.

O
32. —CH 2—O—

Y
22.

TR
CH 3 O
33. —C—CH2—CH3
23. H3C CHO

IS
NO2
24. O 34. H2N NH— —NO2

EM
CHO
O O
35. F— —C—CH 3
OH
25.

H
O Cl
C Cl

IC
36. Cl
26. H

OH
TH
CH 3 O
NO2 NO2
H 3C—C— C—O—C 2H 5
37.
27. NO2
R

NO 2 NO2
Br
YA

38.
28. Cl
Br
CH 3
D

OMe
29. —CH 2— CH 2—CH=CH 2
Cl
39.
VI

Cl

CH3
YA

Cl NO2
30. Cl —Cl COOH
Cl H
40.
NO2 NO2
TS

ANSWERS
ALKANE
VA

1. 3–Ethyl–2–methylpentane 8. 3, 3 – Diethyl – 5 – isopropyl–4 – methyloctane

2. 3–Ethyl–2,2–dimethylpentane 9. 3 – Ethyl – 4–methylhexane
3. 2,2,6,6–Tetramethyloctane 10. 2, 7, 8 – Trimethyldecane
4. Methylpropane 11. 2,5,6–Trimethyloctane
5. 2–Methylhexane 12. 3–Ethyl–5–methylheptane
6. 3 – Methylpentane 13. 5–Secondarybutyl–4–isopropyl decane OR
7. 2, 2, 4 – Trimethylpentane 4(Methylethyl)-5-(1–methylpropyl)decane
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14. 5–(2,2–Dimethylpropyl)nonane 20. 2 , 6–Dimethyl–4–tertiarybutyldecane OR

15. 3 – Ethylheptane 2, 6–Dimethyl–4 (dimethylethyl) decane
16. 4 – Isopropylheptane OR 4(Methyl ethyl) 21. 5– Ethyl– 4 – isopropyl– 3 –methylnonane
heptanes 22. 5–Ethylnonane
17. 2,6–Dimethyloctane 23. 3–Ethyl–2,4–dimethylpentane
18. 6–Ethyl–4,5–dimethyldecane 24. 2, 2, 6, 7 – Tetramethyloctane.

Y
19. 3, 5, 5 – Trimethylnonane 25. 3 – Ethyl – 4,6–dimethyloctane
ALKENE

TR
1. 4,4 – Dimethylpent – 2 – ene 5. 2 – Isopropyl–4 – methylpent – 1 – ene
2. 2 – Ethylbut –1– ene 6. 5, 6 – Diethyl – 3 – methyldec – 4 – ene
3. 3–Methyl–4–propylhept–3–ene 7. 2–Propylpent–1–ene

IS
4. 3 – Ethyl–2,6– dimethyloct –4– ene 8. 4–Ethyl–2,6–dimethyldec–4–ene
ALKYNE
1. Hex – 2 – yne 4. 4–Methylpent–2–yne

EM
2. 3–Methylpent–1–yne 5. 3,3-Dimethylbut-1-yne
3. 4–Methylpent–1–yne
MORE THAN ONE MULTIPLE BOND
1. Hexa–2,4–diyne 11. 3,7,11–Trimethyldodeca–1,6,10–triene

H
2. Pent–1–en–4–yne 12. 3Vinylpenta–1,4–diene OR 3ethenylpenta–
3. Hexa–1,3–dien–5–yn 1,4–diene

IC
4. 3–Methylhexa–1,3,5–triene 13. 3–Ethynylpenta–1,4–diene
5. Oct–1–en–4–yne 14. 2,8–Dimethyldeca–3,6–diene
6. 3,3–Dimethylpent–1–en–4–yne 15. 4–Ethyldeca–1,5,8–triene
TH
7. 4–Ethylhexa–1,4–diene. 16. Pent–1–en–3–yne
8. 3–Isopropyl–2–methylpenta–1,4–diene 17. Octa–1,3,5,7–tetraene
9. 3,7–Dimethylocta–1,6–diene. 18. 3,3–Diethynylpenta–1,4–diene
10. Methylidenepenta–1, 4–diene
R

ALCOHOL
1. 2–Ethyl–butan–1–ol 3. 4,4–Dimethylhexan–3–ol
YA

2. 2–Ethylpentan–1–ol 4. 2,2,4–Trimethylpentan–3–ol
AMINE
5. Ethanamine CARBOXYLIC ACID
D

6. N–Methylethanamine 19. 2–Ethylpentanoic acid

7. N–Ethyl–N–methylpropan–1–amine 20. 3,3–Dimethyl butanoic acid
VI

8. N–Ethyl–N–methyl–2–methylbutan–2–amine MISCELLANEOUS
9. N,N,3-Trimethylpentan-3-amine 21. 1–Ethoxy propane
10. N–Ethyl–N–methylethanamine 22. Propylethanoate
YA

11. N,N–Diethylethanamine 23. Ethanoicpropanoic anhydride

12. N,N–Diethylbutan–1–amine 24. Isopropylpropanoate
ALDEHYDE 25. 1,2–Epoxypropane
13. 3–Methyl–2–propylpentanal 26. N–Ethylmethanamide
TS

14. Methyl propanal 27. Isopropylmethanoate

15. 4–Methylpentanal 28. 3–Chloromethylpentane
KETONE 29. 2–Methyl–4–nitrohexane
VA

16. Pentan–2–one 30. Mutanenitrile

17. 2,4–Dimethylpentan–3–one 31. 2–Methylpropanamide
18. Heptan–2–one
4. 3–(4–Chlorobutyl)pentan–1, 4–diol
MORE THAN ONE FUNCTION GROUP
5. 3–Formyl–2–methylpentanoic acid
1. Propane–1, 2, 3–triol 6. 2–Hydroxypropane–1, 2, 3–tricarboxylic acid
2. 2–(3–Methylbutyl) propane–1, 3–diol 7. 3–(Methoxycarbonyl)propanoic acid
3. Decane–2, 7, 8–triol
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8. 4–Oxopentanoic acid 24. Methyl–2–acetyl–3–oxobutanoate

9. 3–Cyano–2, 2–dimethylpropanoic acid 25. 2–(Isopropyl)–3–methyl–4–oxopentanal
10. 4–Methyl–5–nitrooctandioic acid 26. 3–Amino–4–chloro–2–methylpent–2–enoic acid
11. Decanedioic acid 27. 2–Amino–3–formylbutandioic acid
12. 3–Cyanopentanamide 28. 2–Chloro–3 (N,N–diethylamino) propanoic acid
13. 2–(Hydroxymethyl)hex–4–enamide 29. Acetoxyethanoic acid

Y
14. N, N–Dimethyl–3–oxopentanamide 30. 4–Hydroxyhex–5–en–1–yn–3–one
15. 2–Bromo–7–ethoxy–5–(2– 31. 2–Formylpentanenitrile

TR
hydroxyethyl)octanamide 32. 3–(Hydroxymethyl)–5–methylheptanal
16. Propane–1, 2, 3–tricarbaldehyde OR 3– 33. 1, 1, 2–Trichloro-3-ethyl-5–methylhexane
formylpentanedial 34. 1,2,2-Trichloro–4–(1,2,2 trichloroethyl)–3–
17. 6–Hydoxyheptanal

IS
ethylheptane
18. Butandione 35. 5–Chloro–2–ethylidenepentan–1–al
19. Propane–1, 2, 3–tricarbonitrile OR 3– 36. N–(2–Chloroethyl)–2–chloroethan–1–amine

EM
Cyanopentanedinitrile 37. 3–(Ethoxycarbonyl)but–2–enoic acid
20. 4–Cyano–4–methylhexane–2–sulphonic acid 38. 4–Aminohex–2–enoylchloride
21. Ethyl–3–hydroxybutanoate 39. 3–Carbamoylpent–3–enoic acid
22. 3–Methoxypentanoylchloride 40. N, N–Dichloroethanamide

H
23. 2–Formyl–3–oxopentanenitrile
22. 3–Methylcyclopentanone

IC
CYCLIC STRUCTURE 23. 3–Methylcyclohexanecarbaldehyde
1. 3–Cyclohexylbutan–2–ol 24. 4–Oxocyclohexanecarbaldehyde
2. 5,6–Dimethyl cyclohex–2–enone COMPOUNDS CONTAINING AROMATIC
TH
3. 1,3–Dicyclohexylpropane RING
4. 1–Cyclohexylpent–1–en–3–one 25. 3–Phenylpropenoicacid
5. 2,3–Dimethylcyclohexa–2,5–dienone 26. 3–Phenylpropanal
6. 1,3–Dimethylcyclopent–1–ene 27. Ethyl–2–methyl–2–(3–
R

7. 3–(Cyclobut–1–enyl)propanal nitrophenyl)propanoate
8. 2–Bromo–6– 28. 2,3–Dibromo–1–phenylpentane
YA

methylcyclohexanecarbaldehyde 29. 4–Phenylbut–1–ene

9. Cyclohexanecarbonylchloride 30. 1,1,1-Trichloro-2,2-di(4-
10. Cyclopentanecarboxamide chlorophenyl)ethane
D

11. Cyclobutanecarbonitrile 31. 2–Hydroxybenzoic acid

12. Methylcyclopentanecarboxylate 32. Phenoxyphenylmethane
VI

13. 4–Formyl–2–oxocyclohexanecarboxylic acid 33. 1–Phenylpropan–1–one

14. 2–Methyl–3–vinylcyclohexa–1,3–diene 34. 2,4–Dinitrophenylhydrazine
15. Ethyl–2–hydroxycyclopropanecarboxylate 35. 4–Fluorophenylethanone
YA

16. 2–(3–Oxobutyl)cyclohexan–1–one 36. Trichloromethylbenzene OR Benzochloride

17. 2–Methylcyclobutanecarbonitrile 37. 2,4,6–Trinitrophenol
18. 3–Ethyl–1,1–dimethylcyclohexane 38. 2–Chloro–1–methyl–4–nitrobenzene
19. Methyl (2-oxocyclohexyl)ethanoate 39. 2–Chloro–4–methylanisole
TS

20. 2–Cyclohexylbutan–2–ol 40. 2,4,6–Trinitrobenzoic acid

21. Methyl (2–hydroxycyclohexyl) ethanoate
VA