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Q.
Both (A) and (C) do not decolourise Baeyer's reagent or Br2 solution.
Which of the statements is/are correct?
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a
The major product of monobromination of (C) is
b
The total number of isomers obtained by monobromination of (C) is six including geometrical isomer.
c
Compounds (A) and (B) are, respectively,
d
Compound (C) is
answer is A, B, C, D.
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Detailed Solution
The correct statements are:
- (A): Compounds (A) and (B) are, respectively, cyclohexane and bromocyclohexane.
- (B): Compound (C) is methylcyclopentane.
- (C): The total number of isomers obtained by monobromination of (C) is six, including geometrical isomers.
- (D): The major product of monobromination of (C) is 1-bromo-1-methylcyclopentane.
Concept Behind the Question:
This question is based on the reactions of hydrocarbons under free radical substitution conditions (Br2/hv). Below is a detailed breakdown:
(A) and (B):
Compound (A) is cyclohexane, and upon monobromination using Br2/hv, it forms bromocyclohexane (B). Neither of these compounds decolourises Baeyer's reagent or Br2 solution, indicating the absence of double bonds.
(B) and (C):
Compound (C) is methylcyclopentane. Its structure is different from cyclohexane due to the pr
esence of a methyl group on the cyclopentane ring.
Number of Isomers:
During the monobromination of (C), six isomers are possible, including structural and geometrical isomers, due to the multiple positions available for substitution and the methyl group’s presence.
Major Product:
The major product of monobromination of (C) is 1-bromo-1-methylcyclopentane, where bromine substitutes the most stable carbon atom (tertiary carbon) via the free radical mechanism.