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Question
Starting from CH3MgI, How will you prepare the following?
Iso propyl alcohol
Solution
Aldehydes (Acetaldehyde) other than formaldehyde, react with methyl magnesium iodide to give an additional product which on hydrolysis yields isopropyl alcohol.
\[\begin{array}{cc}
\phantom{........................}\ce{O}\phantom{........................}\ce{OMgI}\phantom{...................}\ce{OH}\phantom{..........}\ce{I}\phantom{..............}\\
\phantom{.....................}||\phantom{............................}|\phantom{.....................}|\phantom{..........}/\phantom{..............}\\
\ce{\underset{\text{Acetaldehyde}}{CH3 - C - H} + CH3MgI -> CH3 - C - H ->[H2O/H+] CH3 - C - H + Mg}\\
\phantom{............................................}|\phantom{.....................}|\phantom{...........}\backslash\phantom{.......}\\
\phantom{..............................................}\ce{CH3}\phantom{.............}\ce{\underset{\text{Isopropylalcohol (2°)}}{CH3}}\phantom{......}\ce{OH}\phantom{.......}
\end{array}\]
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