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Which of the following is used for the conversion of 1-methylcyclopentene to

Options

  1. ABD 3 THF followed by CH 3 COOH
  2. BBH 3 THF followed by CH 3 COOD
  3. CBD 3 THF followed by CH 3 COOD
  4. DBH 3 THF followed by CH 3 COOH

Correct answer

B. BH 3 THF followed by CH 3 COOD

Step-by-step solution

The following reaction proceeds through Anti-Markownikoff's addition. Boron gets attached to the more substituted Carbon and the acidic Deuterium from CH 3 COOD gets attached to the less substituted Carbon.

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