EXERCISE – III (SUBJECTIVE)

(A) Give IUPAC names of the following compounds:

CH3
Cl
CH3
1. C CH3

2.
CH
CH CH3 3

CH3 CH3

CH3
Cl
CH2 CH OH
CH3
3. 4.

CH3

OH

6.
5. CH3 (CH2)2 CH2
C(CH3)3

7. CH2 (CH2)3 CH3 8. (CH2)3

CH3 CH3

9. CH3 CH2 CH CH2 C CH3 10. CH3 CH2 C CH3

CH3 CH3 CH3

CH3 CH2 CH2 CH3

11. CH3 C CH CH2 CH3

CH2 CH2 CH3 12.

13.
14. O
.

15.

Cl 16. OH
 OH
17.

18.

19. 20.

21.
22.
CH2 CH3

24. Cl
23.
CH3

26. CH3 C

25. CH3

27. CH3 CH CH2 C C CH3

CH3 28.

30.
29. Cl CH2 CH2 OH OH OH

31. CH2 CH CH2 32. CH3 CH CH CH CH2 CH3

OH OH OH Br Br OH

33. CH3 O CH2 CH2 CH2OH 34. CH3 O CH2 CH CH CH2OH

35. CH3 C CH2 CH CH3 36.

OH O O

37. CH3 C CH CH CHO

38. O
O OH Cl
 40. HOOC CH2 CH CH2 COOH

39. CH C CH2 CHO CH3

41. CH3 C CH2 CH CH2 COOH

O OH

42. CH3 C CH C CH CH CH CH CH COOH

CH3 O OH

43. CH3 C C C C C CH COOH

O Br

44. CH C CH2 CH2 OH 45. HOCH2 C C CH2OH

46. C CH 47. CH3 CH CH C CH

CH3 CH2 CH2 CH3

49. C C
48. CH C CH2 CH CH2 H H

CHO
51.
50. Cl CH2 CH2 CHO

O
CHO
52.
53. H C NH2

O O
C6H5
54. CH3 CH2 CH2 C NH CH3 55. CH3 CH2 CH2 C N
CH2 CH3

O O

56. CH3 CH2 CH CH2 C O C CH2 CH CH2 CH3

CH3 CH3
 COOH
O

57.
58. CH3 CH2 CH CH2 CH2 C Cl

COOCH3 CONH2

CH3
60. CH3 CH2 CH N
CH2 CH3
59. CH3 NH CH2 CH2 COOH CH3

61. CH3 CH2 CH CH2 CH2 NH C2H5

CH3

(B) Draw the structures of the following compounds:

1. 3-Ethyl-2-methylpenta-1,4-diene 2. 3-Ethylhexa-2,5-dienoic acid

3. 2-Bromo-3-ethylbicyclo-[2.2.2]-octane 4. 1,2-Epoxycyclohexane
5. 5-Amino-2-ethyl cyclohexanone 6. 6-Formyl-2-ethylhex-3,5-dienamide
7. 5-Methyl-2, 3, 5, 6-diepoxy octane 8. 4-Amino-3-chloropentanenitrile
9. Bicyclo [3, 3, 0] octane 10. 4-Ethyl-5-methyloct-5-en-3-one
11.2-Butyl-4-chloro-5-methylhexa-2,4-dienoylchloride
12. Cyclohexane carboxylic acid 13. 3-Methylbut-3-en-2-one
14. 4-Hydroxy-4-phenylbutan-2-one 15. 3-Formylpentanoic acid
16.cis – Butenedioic acid 17. 2-Hydroxypropane-1,2,3-tricarboxylic acid
18. Propenal 19. trans-2-butenal
20. 2-Isopropoxybutane
 EXERCISE – 3
Part - (A)

1. 2 – Isopropyl – 1 tert.butylcyclopentane or
1-(1,1-dimethylethyl)-2-(1-methylethyl)cyclopentane
2. 1 – chloro-2, 4-dimethylcyclohexane
3. 1 – Isobutyl-2-Methylcyclohexane or 1-methyl-2-(2-methylpropyl)cyclohexane
4. 2 – chlorocyclopentanol
5. Butylcyclohexane
6. 3 – Tert.butylcyclohexanol or 3-(1,1-dimethylethyl)cyclohexanol
7. 1 - Cyclobutylpentane 8. 1,3- Dicyclohexylpropane
9. 2, 2, 4–Trimethylhexane 10. 2, 2–Dimethylbutane
11. 5 – Ethyl – 4,4-dimethyloctane 12. 3, 6 – Dimethyldecane
13. 5 – (1– Methylethyl) nonane 14. Methoxyethane
15. 7 – Chloro-5-ethyl–2- methylnonane 16. 1 – Butanol.
17. 5 – Methyl – 3 – Propyl – 1 – hexanol 18. Bicyclo [ 1 . 1 . 0 ] butane
19. Bicyclo [ 3 . 2 . 0 ] heptane 20. Bicyclo [ 4 . 2 . 0 ] octane
21. Bicyclo [ 3. 3 . 0 ] octane 22. Bicyclo [ 2. 2 . 1] heptane
23. Bicyclo [ 2 . 1 . 1 ] hexane 24. 3-chloro-6-ethylbicyclo [3. 2. 0] heptane
25. Spiro [ 3. 3] heptane
26. 4-tert.butyl – 1- cyclopropylcyclohexane or 1-cyclopropyl-4-(1,1-dimethylethyl)cyclohexane
27. 5 – Methyl – 2 – hexyne 28. Cyclopenta -1 , 3 - diene
29. 2 – Chloroethanol 30. 1 , 3 – Cyclopentandiol
31. Propane-1,2,3– triol 32. 4 , 5 – Dibromohexan–3–ol
33. 3 – Methoxypropan–1–ol 34. 4 – Methoxybut-2-en–1- ol
35. 4 – Hydroxy pentan-2-one 36. 1, 3, 5 – Cyclohexane trione
37. 2-Chloro-3-hydroxy – 4 – ketopentanal 38. Cyclopent – 3 – enone
39. But-3-ynal 40. 3 – Methylpentanedioic acid
41. 3 – Hydroxy - 5 - ketohexanoic acid
42. 4 – Hydroxy – 7 – keto – 9 - methyl deca– 2,5,8 – trienoic acid
43. 2 – Bromo – 5 – ketoocta– 3,6 – diynoic acid
44. But-3-yn-1-ol 45. But-2- yne–1,4–diol
46. Cyclopentylethyne 47. Pent-3-en-1-yne
48. Pent-1-en-4-yne 49. Hex-2-ene
50. 3 – Chloropropanal 51. 3,3-Dimethylcyclohexanecarbaldehyde
52. 2 –Oxocyclohexanecarbaldehyde 53. Methanamide
54. N – Methylbutanamide 55. N – Ethyl – N –phenylbutanamide
56. 3 – Methylpentanoic anhydride
57. 3 – Methoxycarbonylcyclohexane carboxylic acid
58. 4 – Carbamoylhexanoyl chloride 59. 3 –(Methylamino)propanoic acid
60. N–Ethyl–N–methyl butan–2–amine 61. N–Ethyl–3-methylpantan -1-amine

(B)
COOH
1. 2.

C2H5

O
Br
3.
4.

NH2
5. CONH2
6.
CH3 - CH2 - CH - CH = CH - CH = CH - CHO
O
CH2- CH3

CH3 NH2
7. CH3 - CH2 - CH - C - CH2 - CH - CH - CH3 8. CH3 - CH - CH - CH2 - CN
O O Cl

CH3
9. 10. CH3 - CH2 - C - CH - C = CH - CH2 - CH3
O CH
2 5

CH3 - C = C - CH = C - CH2 - CH2 - CH2 - CH3 COOH

11. 12.
CH3 Cl COCl

O O

13. CH2 = C - C - CH3 14. C6H5 - CH - CH2 - C - CH3

CH3 OH
15. 16. HOOC
CH3 - CH2 - CH - CH2 - COOH COOH

CHO C C

H
H
OH
17. HOOC CH2 C COOH
18. CH2 CH CHO
CH2

COOH CH3
CH3 H
CH3 CH O CH CH2 CH3
19. C C 20.
H CHO CH3