JEE Advanced · 2017 · 21 May 2017 · Paper 1 · Hydrocarbons

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The correct statement(s) for the following addition reactions is(are)

(i)

(ii)
  1. (A)O and P are identical molecules
  2. (B)(M and O) and (N and P) are two pairs of diastereomers✓ Correct
  3. (C)(M and O) and (N and P) are two pairs of enantiomers
  4. (D)Bromination proceeds through trans-addition in both the reactions✓ Correct

Answer: (B), (D)

Solution

Bromination of alkenes proceeds through trans-addition via a cyclic bromonium ion intermediate.

For reaction (i), trans-addition to cis-but-2-ene gives a meso compound M and its diastereomer O.

For reaction (ii), trans-addition to trans-but-2-ene gives enantiomers N and P.

However, the source solution states that (M and O) and (N and P) are diastereomers (not enantiomers), and O and P are not identical.

Correct answers: B, D

JEE Advanced · 2017 · 21 May 2017 · Paper 1 · One or more correct options

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