Question

Aldehydes are produced on reduction of the following by DIBAL-H:

Options

• None of these

• Esters

• Both nitriles and esters

• Nitriles

Answer 1

Both nitriles and esters

Explanation:

Both nitriles and esters are reduced to aldehyde on reaction with DIBAL-H.

\[\begin{array}{cc}
\phantom{..............}\ce{\overset{\bullet\bullet}{O}:}\phantom{....................................}\ce{\overset{\bullet\bullet}{O}:}\phantom{.......}\\
\phantom{......}||\phantom{......................................}||\phantom{}\\
\ce{CH3 - C - \overset{\bullet\bullet}{\underset{\bullet\bullet}{O}} - CH2 - CH2 ->[1. DIBAL-H][2. H2O] CH2 - CH}
\end{array}\]

\[\begin{array}{cc}
\phantom{................................}\ce{\overset{\bullet\bullet}{O}:}\\
\phantom{...............................}||\\
\ce{CH3 - C ≡ N ->[1. DIBAL-H][2. H2O] CH3 - CH}
\end{array}\]