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JEE Main levelSingle correct optionDifficulty 2 of 3ap008

Ethyl acetate is treated with excess and then with . The alcohol derived from the acyl part of the ester is

  1. Apentan-3-ol
  2. B2-methylbutan-2-ol
  3. C3-methylpentan-3-ol
  4. D3-methylpentan-2-ol

Answer: C

An ester consumes two moles of Grignard reagent: the first gives the ketone (butan-2-one) after loss of ethoxide, and the second adds to it. The product is , i.e. 3-methylpentan-3-ol, a tertiary alcohol.
Practice Alcohols, Phenols and Ethers More on Preparation of alcohols including from carbonyls and Grignard

More questions on Preparation of alcohols including from carbonyls and Grignard