Question:

The increasing order of the boiling points of the major products A, B and C of the following reactions will be :

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Find A (anti-Markovnikov with peroxide), B (Markovnikov, tertiary) and C (Markovnikov, secondary); a straight chain boils higher than a branched one.
Updated On: Nov 5, 2026
  • A < C < B
  • C < A < B
  • B < C < A
  • A < B < C
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The Correct Option is C

Solution and Explanation

(a) 1-Butene + HBr with peroxide (benzoyl peroxide) gives the anti-Markovnikov product A = 1-bromobutane (\(\mathrm{CH_3CH_2CH_2CH_2Br}\)), b.p. about 375 K.
(b) 2-Methylpropene + HBr gives the Markovnikov product B = tert-butyl bromide (\((\mathrm{CH_3})_3\mathrm{CBr}\)), b.p. about 346 K.
(c) 2-Butene + HBr gives C = 2-bromobutane (\(\mathrm{CH_3CHBrCH_2CH_3}\)), b.p. about 364 K.
Among isomeric alkyl halides, boiling point decreases with branching (smaller surface area, weaker van der Waals forces): primary > secondary > tertiary.
So B < C < A.
Answer: (3) B < C < A
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