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Q.

C6H12(A)Br2/hv Monobromination  One isomer (B)  C6H12(C)Br2/hv Monobromination Number of isomers possible with same ring size(structural and geometrical)

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 

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b

The total number of isomers obtained by monobromination of (C) is six  including geometrical isomer.

c

Compounds (A) and (B) are, respectively,

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d

Compound (C) is 

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answer is A, B, C, D.

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Detailed Solution

The correct statements are:

  1. (A): Compounds (A) and (B) are, respectively, cyclohexane and bromocyclohexane.
  2. (B): Compound (C) is methylcyclopentane.
  3. (C): The total number of isomers obtained by monobromination of (C) is six, including geometrical isomers.
  4. (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.

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