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Chapter 22: Q13. (page 887)

Question: Draw a stepwise mechanism for the formation of A from an alcohol and acid chloride. A was converted in one step to Blattella quinone, the sex pheromone of the female German cockroach Blattella germanica.

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Reaction mechanism for formation of A:

Step by step solution

01

Step-by-Step Solution Step 1: Acid chlorides

  • Acid chlorides, also known as acyl chlorides, contain a chlorine atom attached to the acyl group.
  • They readily react with the nucleophile to give a nucleophilic substitution product and HCl as a byproduct.
02

Reaction mechanism for the formation of A

  • The nucleophile (alcohol) attacks the carbonyl group of acyl chloride, forming an sp3hybridized carbon.
  • Loss of a proton, followed by elimination of the leaving group ( ), forms the required product A.

Reaction mechanism

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