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The hydrolysis of the addition product of acetone and methyl magnesium iodide gives _______

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in Chemistry – Class 12 by (188k points)
The hydrolysis of the addition product of acetone and methyl magnesium iodide gives _______

(a) ethyl alcohol

(b) isopropyl alcohol

(c) tert-Butyl alcohol

(d) phenol

I have been asked this question in an interview for internship.

Question is from Aldehydes and Ketones Chemical Reactions in section Aldehydes, Ketones and Carboxylic Acids of Chemistry – Class 12

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Correct choice is (c) tert-Butyl alcohol

To explain: The methyl group of Grignard reagent is the nucleophile which initially get attached to the carbonyl carbon of acetone. This results in three methyl groups attached to the carbon atom and one OMgI group. This MgI is replaced by H^+ on hydrolysis to give tert-Butyl alcohol. Similarly, methanal gives ethyl alcohol (1°) and other aldehydes give 2° alcohols.

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