Hydrocarbons

1. Which of the following alkenes will produce a tertiary alcohol upon acid-catalyzed hydration?
a) 2-Methylpropene
b) 1-Butene
c) 2-Butene
d) Ethene
2. The major product formed when 2-methylbut-2-ene reacts with HBr in the presence of peroxides is:
a) 1-Bromo-2-methylbutane
b) 2-Bromo-2-methylbutane
c) 3-Bromo-2-methylbutane
d) 2-Bromo-3-methylbutane
3. Which of the following hydrocarbons will give a positive test with Baeyer’s reagent?
a) Benzene
b) Cyclohexane
c) 2-Pentene
d) Toluene
4. The number of possible stereoisomers for 2,3-dichlorobutane is:
a) 2
b) 3
c) 4
d) 6
5. What is the major product of the ozonolysis of 2-methylbut-2-ene followed by reductive workup?
a) Acetone and ethanal
b) Propanal and ethanal
c) Acetone and formaldehyde
d) Propanal and formaldehyde
6. Which of the following compounds exhibits geometrical isomerism?
a) 1-Pentene
b) 2-Methyl-2-butene
c) 2-Pentene
d) 3-Methyl-1-butene
7. The reaction of propyne with one equivalent of H₂ in the presence of Lindlar’s catalyst yields:
a) Propane
b) cis-Propene
c) trans-Propene
d) Ethene
8. Which of the following is the correct order of stability of free radicals?
a) Tertiary > Secondary > Primary > Methyl
b) Primary > Secondary > Tertiary > Methyl
c) Methyl > Primary > Secondary > Tertiary
d) Secondary > Tertiary > Primary > Methyl
9. The major product formed when toluene is chlorinated in the presence of FeCl₃ is:
a) o-Chlorotoluene
b) m-Chlorotoluene
c) p-Chlorotoluene
d) Benzyl chloride
10. Which of the following hydrocarbons has the highest boiling point?
a) n-Pentane
b) 2-Methylbutane
c) 2,2-Dimethylpropane
d) Cyclopentane
11. The product of the reaction of 1,3-butadiene with one equivalent of HCl at low temperature is:
a) 1-Chloro-2-butene
b) 3-Chloro-1-butene
c) 2-Chloro-2-butene
d) 4-Chloro-1-butene
12. Which of the following compounds will not undergo Friedel-Crafts alkylation?
a) Benzene
b) Toluene
c) Nitrobenzene
d) Phenol
13. The number of sigma and pi bonds in 1,3,5-hexatriene is:
a) 12 sigma, 3 pi
b) 11 sigma, 3 pi
c) 12 sigma, 2 pi
d) 11 sigma, 2 pi
14. What is the major product when 2-butyne is treated with Na in liquid NH₃?
a) cis-2-Butene
b) trans-2-Butene
c) 1-Butene
d) n-Butane
15. Which of the following alkenes will form a racemic mixture upon reaction with HBr?
a) 1-Propene
b) 2-Methylpropene
c) 3-Methyl-1-butene
d) 2-Pentene
16. The reaction of benzene with Cl₂ in the presence of sunlight primarily yields:
a) Chlorobenzene
b) 1,2-Dichlorobenzene
c) Hexachlorocyclohexane
d) Benzyl chloride
17. Which of the following is an incorrect statement about acetylene?
a) It is sp hybridized
b) It forms a white precipitate with ammoniacal AgNO₃
c) It forms a red precipitate with ammoniacal Cu₂Cl₂
d) It undergoes electrophilic addition with Br₂
18. The major product of the dehydration of 2-methylcyclohexanol under acidic conditions is:
a) 1-Methylcyclohexene
b) 3-Methylcyclohexene
c) Cyclohexene
d) 4-Methylcyclohexene
19. Which of the following compounds will show the highest degree of unsaturation?
a) C₆H₁₄
b) C₆H₁₀
c) C₆H₆
d) C₆H₁₂
20. The product formed when ethylbenzene is treated with KMnO₄ under alkaline conditions is:
a) Benzoic acid
b) Phenylacetic acid
c) Benzaldehyde
d) Acetophenone
21. Which of the following alkenes will give a ketone as the only product upon ozonolysis?
a) 1-Butene
b) 2-Methyl-2-butene
 c) 2-Butene
d) 1-Pentene
22. The electrophile involved in the nitration of benzene is:
a) NO₂⁺
b) NO⁺
c) NO₂⁻
d) HNO₃
23. The number of possible monochloro derivatives of 2,3-dimethylbutane is:
a) 2
b) 3
c) 4
d) 5
24. Which of the following reactions is used to distinguish between ethyne and ethene?
a) Reaction with KMnO₄
b) Reaction with Br₂/CCl₄
c) Reaction with ammoniacal AgNO₃
d) Reaction with H₂SO₄
25. The major product of the reaction of 1-methylcyclohexene with BH₃ followed by H₂O₂/OH⁻ is:
a) 1-Methylcyclohexanol
b) 2-Methylcyclohexanol
c) Cyclohexanol
d) 1-Methyl-1,2-cyclohexanediol
26. Which of the following hydrocarbons will not decolorize bromine water?
a) Ethyne
b) Benzene
c) 1-Butene
d) 2-Butyne
27. The product of the reaction of 1,2-dimethylcyclohexene with NBS (N-bromosuccinimide) is:
a) 1-Bromo-1,2-dimethylcyclohexane
b) 3-Bromo-1,2-dimethylcyclohexene
c) 1,2-Dibromo-1,2-dimethylcyclohexane
d) 4-Bromo-1,2-dimethylcyclohexene
28. Which of the following is the correct order of reactivity in electrophilic aromatic substitution?
a) Benzene > Toluene > Nitrobenzene
b) Toluene > Benzene > Nitrobenzene
c) Nitrobenzene > Benzene > Toluene
d) Benzene > Nitrobenzene > Toluene
29. The major product formed when 3-methylbut-1-yne reacts with HgSO₄/H₂SO₄ is:
a) 3-Methylbutan-2-one
b) 3-Methylbutanal
c) 2-Methylbutan-2-ol
d) 3-Methylbutan-1-ol
30. Which of the following compounds will produce a chiral center upon addition of HCl?
a) 2-Methyl-2-pentene
b) 3-Methyl-1-pentene
c) 2-Pentene
d) 1-Pentene