NEET 2020 · ChemistryPrevious Year Question

Reaction between acetone and methylmagnesium chloride, followed by hydrolysis, will give:

Answer: (A) (A) tert-Butyl alcohol. The Grignard reagent adds its methyl carbanion to the carbonyl carbon of acetone , giving an alkoxide .

  1. A.(A) tert-Butyl alcohol
  2. B.(B) Isobutyl alcohol
  3. C.(C) Isopropyl alcohol
  4. D.(D) sec-Butyl alcohol

Correct Answer

(A) (A) tert-Butyl alcohol

Solution & Explanation

The Grignard reagent adds its methyl carbanion to the carbonyl carbon of acetone , giving an alkoxide . Acidic hydrolysis then gives , i.e. 2-methylpropan-2-ol = tert-butyl alcohol (a tertiary alcohol, since the carbonyl was a ketone).

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