JEE Advanced · 2015 · 24 May 2015 · Paper 1 · General Organic Chemistry

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Compound(s) that on hydrogenation produce(s) optically inactive compound(s) is(are)
  1. (A)(see structure)
  2. (B)(see structure)
    ✓ Correct
  3. (C)(see structure)
  4. (D)(see structure)
    ✓ Correct

Answer: (B), (D)

Solution

On hydrogenation, alkenes are reduced to alkanes. For the product to be optically inactive, it must either be achiral or a meso compound.

Option (B): The structure has symmetry such that hydrogenation produces an achiral compound.
Option (D): Similarly produces an optically inactive product after hydrogenation.

Options (A) and (C) produce chiral products.

Correct answers: (B) and (D).

JEE Advanced · 2015 · 24 May 2015 · Paper 1 · One or more correct options

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