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ExamsJEE MainChemistry

Which of the following reactions will yield 2,2-dibromopropane?

  1. CH3−C≡CH + 2HBr →
  2. CH3CH≡CHBr + HBr →
  3. CH≡CH + 2HBr →
  4. CH3−CH=CH2 + HBr →

Correct answer: CH3−C≡CH + 2HBr →

Solution

The reaction of propyne (CH3−C≡CH) with two equivalents of HBr adds bromine across the triple bond, resulting in the formation of 2,2-dibromopropane. This is because the addition of HBr occurs in a Markovnikov fashion, leading to the formation of the more stable carbocation intermediate.

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