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Q.1 Write the IUPAC name of the given compound : 1. C H 3 CH 3 CH 3 2. C H 3 CH 3 3. CH 3 -(CH=CH) 2 -CH 2 CH 3 4. CH 2 CH 3 C H 3 CH 3 5. C H 3 C H 3 CH 3 6. C H 2 Br 7. C H 3 CH 3 8. CH 3 9. CH 3 10. CH 3 11. CH 3 CH 3 C H 3 CH 3 12. C H 3 CH 3 13. C H 3 CH 3 C H 3 14. Et Prof. Pawan Babel (PKB) [email protected]

Nomenclature 1 PKB

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Nomenclature notes and problems 1v

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Q.1 Write the IUPAC name of the given compound :

1. CH3CH3

CH3

2. CH3CH3

3. CH3-(CH=CH)2-CH2CH3 4.

CH2

CH3CH3

CH3

5. CH3

CH3

CH3 6. CH2Br

7. CH3 CH3 8.

CH3

9.

CH3

10.

CH3

11.

CH3

CH3CH3

CH3

12. CH3CH3

13. CH3 CH3

CH3

14.

Et

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15.

Cl

Br 16.

CH3CH3

CH2

CH3

17. CH3 CH2

CH3CH3CH3

18. CH3 CH2

CH3CH3

CH3

19. CH3 CH3 20. CH3

CH3

21. CH3CH

22. CH3 CH3

23. CH2CH

24. CH3CH2

24. CH3

CH3

CH3CH3

26. CH3

CH3

27.

CH3CH3

28. (CH3CH2)2C=CHCH3

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29. CH3CH3

CH3

30.

CH3CH2

Cl

Cl

31.

Cl

Br

32.

CH3

CH3

33. 34.

35.

Br BrCl

36.

CH3F

F

37. CH2

Br

Br 38.

CH2CH2

F

OH Q.2 Give structure of the following IUPAC name.

(i) cyclodecane (ii) propylcyclohexane (iii) cyclopropylcyclopentane (iv) 3-ethyl-1,1-dimethylcyclohexane (v) 3-methylpentene (vi) 3,4-dibromobut-1-ene (vii) Cyclohexa-1,3-diene (viii) Cycloocta-1,5-diene (ix) Cyclopropylethene (x) 2-methylbutan-2-ol (xi) 3,5-dimethylhexene-1,3,5-triol (xii) 1-ethoxypropane (xiii) 2-ethoxy-3-methylpentane (xiv) Cyclohexylmethanol (xv) 3-cyclohexylpentane-3-ol (xvi) Cyclopent-3-en-1-ol (xvii) 3-(chloromethyl)pentan-1-ol (xviii) 2-chloro-3-methylpentane

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(xix) 4-tert.butyl-3-iodoheptane (xx) 1,4-dibromobut-2-ene

Q.3 Which of the following name will be correct :

(A) 3,6-dimethyl cyclohexene

(B) 1,6-dimethyl cyclohexene

(C) 6,6-dimethyl cyclohexene

(D) 1,5-dimethyl cyclohexene Q.4 Write IUPAC name of the following compound : 1. 2.

Cl

Br

I Cl

3. Cl

Br

4.

CH3

CH3

CH3

5.

Cl

CH3

CH3 6.

Cl

Br

CH3

7.

CH3

CH3

CH3

CH3 8. I

Br

F

Cl

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9.

CH3

CH3

CH3 10.

CH3

CH3CH3

11.

(CH2)5CH3

H3C(H2C)5 (CH2)5CH3 12.

13. 14.

CH3

CH3

CH3CH3

15.

CH3CH3

CH3

16.

CH3

CH3

17.

CH3

CH3 18.

CH3CH3

CH3

CH3

CH3

CH3

19.

ClF

Br 20.

21.

Br

Cl

22.

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23. 24.

25.

Cl

26.

CH3

Cl

27.

CH3Cl

28.

Cl

Br

CH3

CH3

29. 30.

Answer Q.1 1. 5-methylhex-2-ene 2. oct-2-ene3. Hepta-2,4-diene 4. 3,7-dimethyloctene5. 2-methylbut-2-ene 6. 3-bromoprop-1-ene7. Deca-3,7-diene 8. 1-methylcyclohexene9. 3-methylcyclohexene 10. 4-methylcyclohexene11. 2,6-dimethylocta-2,6-diene 12. hex-2-ene13. 3-methylpent-2-ene 14. 1-ethylcyclohexene15. 1-bromo-2-chlorocyclobutene 16. 4-ethyl-3-propylheptene17. 4-[1,2-dimethylbutyl]hepta-1,3,5-triene 18. 5-ethyl-4,6-dimethyloctene19. But-2-yne

20.

hex-2-yne

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21. Octyne 22. non-3-yne 23. Hex-1-en-5-yne 24. dec-1-en-5-yne 25. 1,1-dimethyl-3-(1-methylpropyl)cyclopentane 26. 3-cyclopropyl-1,1-dimethylcyclohexane 27. 4-cyclobutylnonane 28. 3-ethylpent-2-ene 29. 4-ethylhept-3-ene 30. 6-chloro-3-[chloromethyl]octa-1,3,5-triene 31. 4-bromo-6-chloro-3-cyclobutylcyclohexene 32. 1-(1-methylethyl)cycloheptene 33. 5-cyclohexylcyclopenta-1,3-diene 34. 1,2,4-tricyclopropylcyclohexane 35. 1,1-dibromo-2-chlorocyclohexane 36. 1,1-difluoropropene 37. 2,3-dibromopropene 38. 3-cyclopropyl-5-fluorohepta-1,6-dien-4-ol Q.2

(i) (ii)

CH3

(iii) (iv)

(v)

CH3 CH2

CH3 (vi)

CH2

Br

Br

(vii) (viii)

(ix)

CH2

(x)

MeMe

MeOH

(xi)

Me

MeMe

OHOHOH

(xii) Me

O Me

(xiii)

Me Me

OEt

Me

(xiv)

OH

(xv)

Me Me

OH (xvi)

OH

(xvii) Me

OH

CH2Cl

(xviii)

Me CH3

Cl

CH3

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(xix)

MeMe

Me MeMe

I

(xx) BrBr

Q.3 (ABD) Q.4 Answer: 1. 1-bromo-2-chloro-4-iodocyclohexane 2. 3-chlorocyclohexene 3. 5-bromo-3-chlorocyclohexene 4. 4-ethyl-1,2-dimethylcyclohexane 5. 1-chloro-2-ethyl-4-methylcyclopentane 6. 2-bromo-1-chloro-3-methylcyclohexane 7. 1-ethyl-2-methyl-3-[methylethyl]cyclobutane 8. 2-bromo-1-chloro-3-fluoro-4-iodocyclohexane 9. 2-ethyl-1,4-dimethylcyclohexane 10. 1,1,3-trimethylcyclohexane 11. 1,3,5-trihexylcyclohexane 12. cyclohexyl cyclohexane 13. cyclopropylcyclohexane 14. 1,2,3,4-tetraethylcyclohexane 15. 2-ethyl-1,2-dimethylcyclohexane 16. 1-[3-methylbutyl]cyclohexane 17. 1,3-dimethylcyclopentane 18. 1,3-bis[1,1-dimethylethyl]cyclopentane 19. 2-bromo-1-chloro-1-fluorocyclobutane 20. 1,2-dicyclopropylcyclohexane 21. 1-bromo-2-chloro-3-cyclopropylcyclohexane 22. 1-cyclopentyl-3-cyclopropylcyclohexane 23. 1,1-dicyclopropylmethane 24. 1-cyclohexyl-5-cyclopropylpentane 25. 1[2-chloroethyl]cyclopropane 26. 2-chloro-1-cyclopropylpropane 27. 1-chloro-1-cyclopropylpropane 28. 2-bromo-1-chloro-4-ethyl-3-methylcyclohexane 29. cycloheptane 30. cyclooctane

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