Question

Which of the following compounds gives a secondary alcohol upon reaction with methylmagnesium bromide?

Options

• Butyl formate

• 3-Pentanone

• Pentanal

• Methyl butanoate

Answer 1

Pentanal

Explanation:

\[\begin{array}{cc}
\phantom{......................}\ce{O}\phantom{...............................}\ce{OMgBr}\phantom{.......................}\ce{OH}\phantom{......}\\
\phantom{...............}||\phantom{................................}|\phantom{..............................}|\phantom{.}\\
\phantom{}\ce{CH3CH2CH2CH2 - C - H ->[RMgBr] CH3CH2CH2CH2 - C - H ->[H2O] CH3CH2CH2CH2 -  C - H}\phantom{}\\
\phantom{.................................................}|\phantom{..............................}|\phantom{..}\\
\phantom{..................................................}\ce{R}\phantom{.............................}\ce{R}\phantom{..}
\end{array}\]