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Question
Give the structure of the major product expected from the following reaction:
Reaction of Ethanal with methyl-magnesium bromide followed by hydrolysis.
Solution
\[\begin{array}{cc}
\phantom{..}\ce{O}\phantom{...............}\ce{CH3}\phantom{...}\ce{OMgBr}\phantom{.........}\ce{OH}\phantom{........}\\
//\phantom{...................}\backslash\phantom{...}/\phantom{................}|\phantom{..........}\\
\ce{\underset{Ethanal}{CH3 - C}} + \ce{\underset{bromide}{\underset{Methyl Magnesium}{CH3 - MgBr}} ->[Dry][ether] C ->[H+/H2O][Hydrolysis] \underset{Prop-2-ol}{CH3 - CH - CH3} + Mg(OH)B}\\
\backslash\phantom{....................}/\phantom{...}\backslash\phantom{..........................}\\
\ce{H}\phantom{...........}\ce{\underset{Addition product}{CH3}\ce{ H}}\phantom{.......................}\\
\end{array}\]