JEE Main · 2020 · Shift-IeasyHC-055

Which of the following compounds produces an optically inactive compound on hydrogenation?

Hydrocarbons · Class 11 · JEE Main Previous Year Question

Question

Which of the following compounds produces an optically inactive compound on hydrogenation?

Options
  1. a

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  2. b

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  3. c

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  4. d

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Correct Answerb

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Detailed Solution

Step 1: Understand when hydrogenation gives an optically inactive product

Hydrogenation adds \ceH2\ce{H2} across a double bond. The product is optically inactive if:

  1. No chiral center is created or present
  2. Meso compound is formed (stereocenters present but molecule has internal mirror plane)
  3. Racemic mixture is formed (equal amounts of R and S)

Step 2: Analyze option (b) The hydrogenation of this compound B generates symmetry. This makes the final product achiral. Answer: Option (b)

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Which of the following compounds produces an optically inactive compound on hydrogenation? (JEE Main 2020) | Canvas Classes