TOPIC: NOMENCLATURE – Questions Bank

Rules for Nomenclature of Organic Compounds By IUPAC System

 Select longest continuous carbon chain containing double bond, tiple bonds and functional groups
if any and named it as Root.
 If Two Carbon chain are of Equal length then select that Carbon Chain which contains maximum
number of branches.
 After selecting longest carbon chain, number the carbon atom of the chain from nearest to unique
part (High Priority Functional Group).
 If two different alkyl radicals present at the same position from both side of the
cahin number the carbon atom from nearest to smaller alkyl radical.
 If double bond and triple bond appears at the same position from both side of the
chain then number the carbon atom from nearest to double bond.
 If two different functional groups appears at the same position then numbering
preference will be given to High Priority Functional Group.

 Order of Precedence of Functional Groups

Priority Name of Functional Group Formula As Functional Group As Substituent
1 Carboxylic Acids R – COOH -Alkanoic acid -carboxy
2 Esters R – COOR -Alkyl Alkanoate -oxycarbonyl
3 Amide R – CONH2 -Amide -carboxamide
4 Aldehydes R – COH -Alkanal -formyl
5 Ketones R – COR -Alkanone -oxo
6 Alcohols R – OH -Alkanol -hydroxy
7 Amines R – NH2 -Amino Alkane -amine
8 Ethers R – OR -Alkoxy Alkane
9 Alkenes C=C -ene
10 Alkyne C≡C -yne
11 Halogens ( F2 > Cl2 > Br2 > I2 ) -X Halo
12 Alkyl Radical -R

 For Naming:
Position of Alkyl Radical(s) if any with their multipilicity (if any) and their names in alphabetic order
+ name of root with functional group name if any.

Q1: Give IUPAC names of the following compounds?

COMPILED BY: ENGR. HAFIZ MUHAMMAD SAAD WAQAR

 TOPIC: NOMENCLATURE – Questions Bank
1. CH2(OH) ̶ CH2(OH) 2. (CH3)2CH(CH2)2C2H5
3. CCl3 ̶ CHO 4. CH(OH) CH = CH CH2OH
5. (C6H5)2 CHBr 6. CH3 ̶ O ̶ CH2 ̶ CH3
7. CH2(COOH)2 8. CH3 ̶ CO ̶ CCl3
9. CH3 ̶ CH (CH3) ̶ C ≡ CH 10. CH3 ̶ CH (Cl) ̶ CH (CH3) ̶ COOH
11. Cl ̶ CH2 ̶ CH2 ̶ C(CH3)2 ̶ CH3 11. Cl ̶ CH2 ̶ CH2 ̶ C(CH3)2 ̶ CH3
12. (CH3)3 ̶ C ̶ Br 13. C6H5 ̶ O ̶ C6H5
14. CH3 ̶ CH (CH3) ̶ CH2 ̶ CHO 15. CH3 ̶ CO ̶ C(CH3)2 ̶ CH3
16. Br ̶ CH ̶ COOH 17. (CH3)3 ̶ C ̶ CHO
18. CH3 ̶ CH ̶ CH(CH3) ̶ CH3 19. (CH3)2CH ̶ CH(CH3) ̶ CH2 ̶ CH3
20. C2H5 ̶ O ̶ C2H5 21. CH3CHO
22. HC≡C ̶ CH=CH2 23. CH3 ̶ CH=CH ̶ CHO
24. (CH3)2 ̶ CH ̶ CO ̶ CH ̶ (CH3)2 25. (CH3)2CHOH
26. CH2 ̶ C(Br)2 ̶ CHO 27. Br3C ̶ COOH
28. C2H5 ̶ COOCH3 29. CH2(OH) ̶ CH2(OH) ̶ CH2(OH)
30. (CH3)3 ̶ C ̶ CH2 ̶ CH3 31. CH2=CH ̶ CH2 ̶ CO ̶ CH3
32. (CH3)2 ̶ CH ̶ COOH 33. CH3CH2 COO C2H5
34. CH3 ̶ CH2 ̶ CO ̶ CH(Cl) ̶ CH3 35. CH3 ̶ CH2 ̶ CO ̶ CH(Cl) ̶ CH3
36. CH3 ̶ CH(OH) ̶ (CH2)4Br 37. CH3 ̶ CH2 ̶ C(C2H5)2 ̶ CHO
38. CH3 ̶ CH(OH) ̶ CH2 ̶ COOH 39. CH2=CH ̶ CH2 ̶ C≡C ̶ CH3
40. CH3 ̶ COO ̶ CH(CH3)2 41. (CH3)3 ̶ C ̶ OH
42. (CH3)2 ̶ CH ̶ CO ̶ C(CH3)3 43. CH3 ̶ CH(C2H5) ̶ CH2 ̶ CHO
44. C3H7 ̶ O ̶ CH3 45. HCOOCH(CH3)2
Q2: Give the Structural Formulae of the following?
1. 2.3 ̶ dichloro, 1 ̶ Pentene 2. Bromo acetic acid
3. Ethyl acetate 4. 3,3 ̶ dimethyl, 1 ̶ Butyne
5. Di-Ethyl acetylene 6. Isopropyl Bromide
7. 3 ̶ Bromo,4 ̶ methyl,3 ̶ hexane 8. 1,4 ̶ Hexadine
9. 5,5 ̶ dimethyl Hexan ̶ 3 ̶ one 10. 2 ̶ Bromo, 3 ̶ methyl Hexanoic acid
11. Iso ̶ butyraldehyde 12. Isopropyl Alcohol
13. Methyl Ethyl ether 14. Methoxy Benzene
15. β ̶ Naphthol 16. Picric acid
17. P ̶ Bromo nitrobenzene 18. ∝ ̶ Chloro propanol
19. 4,4 ̶ dimethyl, 2 ̶ Pentyne 20. 2-butene, 1-ol
21. Isobutane 22. 2,2-dimethyl 1,4-hexandiol
23. Tri-chloro Ethanol 24. 2,4-dimethyl, 3-Pentaxone
25. Methyl; Isopropyl Ether 26. 2-Chloro, 3-methyl butanoic acid
27. 2,2,3,3-Terramethyl Pentane 28. Tri-phenyl methane
29. 1,2,3-Propanetriol 30. Para-bromo benzoic acid
31. 3-bromo Pentanoic acid 32. Hexane dioic acid
33. 2,2-dimethyl Propanoic acid 34. 2-Chloro Propenol
35. 1-Bromo Propanone 36. 2-Hydroxy Propanoic acid

COMPILED BY: ENGR. HAFIZ MUHAMMAD SAAD WAQAR

 TOPIC: NOMENCLATURE – Questions Bank
37. m-dinitro Benzene 38. P-nitro toluene
39. ∝, β-dimethyl Butraldehydes 40. Valeric acid

ALCOHOL (R-OH)
Q1: Name the following a/c to IUPAC system?
1. CH3-CHOH-(CH2)4Br 2. Cl-CH2-CH(CH3)-CH2-OH
3. CH3-CH=CH(CH3)-CH2OH 4. CH2=CH-CH2-OH
5. CH2(OH)-CH=CH-CH2OH 6. CH3-CH=CH-CH2OH
Q2: Write the structural formulae of the following?
1. Sec-butyl alcohol 2. Neo-pentyl alcohol
3. 3-methyl butanol 4. Iso-butyl alcohol
5. Tert-butyl alcohol 6. 3-ethyl-3-methyl-2-pentanol
7. 2,2-dimethyl, 1-4-hexandiol

ALDEHYDES (R-CHO)
Q1: Name the following a/c to IUPAC system?
1. HCHO 2. CH3CHO
3. CH3CH2CHO 4. CCL3-CHO
5. CH3-CH(CH3)-CH2-CHO 6. CH3-C(CH3)2-CHO
7. CH3-CH2-C(Cl)(CH3)-CHO 8. Br-CH2-CH2-CHO
9. (CH3)2CH-CHO 10. CH3-CH(Cl)-CH2-CH2-CHO
11. CH3-CH2-CH(CHO)-CH(CH3)-CH2-CH3
12. CH3-C(Cl)(CH3)-CH=CH-CHO
13. CH3-CH2-C(C2H5)2-CHO 14. CHO-(CH2)3-CHO
15. CH3-C(Br)2-CH2-CH2-CHO
Q2: Write the structural formulae of the following?
1. Isobutraldehyde 2. 2-chloropropanal
3. ∝-methyl propionaldehyde 4. β-methyl butyraldehyde
5. Propanal 6. Valeraldehyde
7. 2-methyl butanal

KETONE (R-CO-R)
Q1: Name the following a/c to IUPAC system?
1. CH3-CO-CHBr2 2. CH3-CO-C(CH3)2-CH3
3. CH3-CH2-CO-CH(CH3)-CH3
4. CH3-CH(CH3)-CO-CH(CH3)-CH3
5. CH3-CO-CH=CH-CO-CH3 6. CH3-CO-CH2-CH2-CO-CH3
7. CH3-CO-CH2-CH3 8. CH3-CO-CH3
9. (CH3)2CH-CO-CHCl2 10. CH3-CH(C2H5)-CO-CH3
11. OHC-CH2-CO-CH3 12. CH3-CH=CH-CO-CH3
13. CH3-CO-CH(CH3)2 14. (CH3-CO-C(CH3)3

COMPILED BY: ENGR. HAFIZ MUHAMMAD SAAD WAQAR

 TOPIC: NOMENCLATURE – Questions Bank
15. CH3-CH(CH3)-CO-CH(C2H5)-CH2-CH3
Q2: Write the structural formulae of the following?
1. Methyl-ter-butyl ketone 2. Pentan-2-one
3. 4,5-dimethyl, 3-heptanone 4. 1-bromo,3-methyle hexan-2-one
5. Methyle ethyl ketone 6. 2,4-dimethyl hexane-3-one
7. Methyl propyl ketone 8. 5,5-dimethyl hexan, 3-one
CARBOXYLIC ACIDS (R-COOH)
Q1: Name the following a/c to IUPAC system?
1. (CH3)2-CH-COOH
2. CH3-CH(CH3)-CH(CH3)-COOH
3. CH3-CH(CH3)-CH(Br)-CH2-COOH
4. CH3-CH(Cl)-CH(CH3)-COOH
5. CH3-CH=CH-COOH
6. CH3-CH2-CH=CH-CH2-CH2-CH2-CH(Br)-COOH
7. CH3-CH=CH-CH(NO2)-CH(Cl)-COOH
8. CH3-C(CH3)=C(CH3)-COOH
9. HOOC-COOH
10. HOOC-CH2-CH2-COOH
11. CH3-CH=C(CH3)-CH(CH3)-COOH
12. HOOC-(CH2)3-COOH
Q2: Write the structural formulae of the following?
1. 3-chloropentanoic acid 2. ∝, β-dimethyl butyric acid
3. Valeric acid 4. 2-bromo-3-methyl hexanoic acid
5. ∝-hydroxy propionic acid
NOMENCLATURE OF ORGANIC COMPOUNDS
Q1: Give IUPAC name of the followings?
a. H-CHO b. CH3-CH2-CHO
c. CH3-CHO d. CCL3-CHO
e. CH3-CH(CH3)-CH2-CHO f. CH3-C(CH3)2-CHO
g. CH3-CH2-C(CL)(CH3)-CHO h. Br-CH2-CH2-CHO
i. (CH3)2CH-CO j. CH3-CH(Cl)-CH2-CH2-CHO
k. CH3-CH2-CH(CHO)-CH(CH3)-CH2-CH3
l. CH3-C(Cl)(CH3)-CH=CH-CHO m. CH3-O-CH3
n. CH3-O-CH2-CH3 o. C3H7-O-C2H5
p. CH3-O-CH2-CH2-CH3 q. C6H5-O-C6H5
r. (CH3)2CH-O-C2H5 s. C2H5-O-C(CH3)3

COMPILED BY: ENGR. HAFIZ MUHAMMAD SAAD WAQAR