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The product obtained on the reaction of propanone with CH3MgBr followed by hydrolysis is

  • A.2-Methylpropan-2-ol
  • B.Butan-1-ol
  • C.Butan-2-ol
  • D.2-Methylpropan-1-ol
  • E.2-Methylpropane

Answer: A

The product is 2-Methylpropan-2-ol.

The methyl group of the Grignard reagent adds to the carbonyl carbon of propanone, and hydrolysis gives a tertiary alcohol:

\[ \begin{aligned} &(CH_{3})_{2}C=O + CH_{3}MgBr \\ &\xrightarrow{H_{2}O} (CH_{3})_{3}C-OH \end{aligned} \]

A ketone always gives a tertiary alcohol with a Grignard reagent, which rules out the primary alcohols (butan-1-ol, 2-methylpropan-1-ol) and the secondary butan-2-ol. 2-Methylpropane is an alkane, not an alcohol.

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