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← JEE Advanced 2015 · Paper 1
ChemistryMultiple correct+4 / -2Question 29 of 60

JEE Advanced 2015 · Paper 1, Chemistry question 29

Compound(s) that on hydrogenation produce(s) optically inactive compound(s) is(are)

Choose one or more options
Answer and worked solution

Official answer: B, D

  • (A) Hydrogenation gives 2-bromopentane, which is still chiral. Optically active.
  • (B) 3-Bromopent-1-ene gives 3-bromopentane: two ethyl groups on C3, so achiral. Inactive.
  • (C) Gives 2-bromo-3-methylbutane, still chiral. Optically active.
  • (D) The enantiomer of (B) gives the same achiral 3-bromopentane. Inactive.

(B), (D)