Question

An organic compound on treatment with concentrated NaOH gave 2, 2-dimethylpropan-1-ol and sodium salt of 2, 2-dimethylpropanoic acid. The compound is:

Options

• \[\ce{CH3CH2CH2CH2CHO}\]

• \[\begin{array}{cc}
  \ce{CH3}\phantom{.....}\\
  |\phantom{.......}\\
  \ce{CH3 - CH - CH2CHO}
  \end{array}\]

• \[\begin{array}{cc}
  \phantom{..}\ce{CH3}\\
  |\phantom{.}\\
  \ce{CH3 - C - CHO}\\
  |\phantom{.}\\
  \phantom{..}\ce{CH3}
  \end{array}\]

• \[\begin{array}{cc}
  \ce{O}\\
  ||\\
  \ce{CH3CH2CCH2CH3}
  \end{array}\]

Answer 1

\[\begin{array}{cc}
\phantom{..}\ce{CH3}\\
|\phantom{.}\\
\ce{CH3 - C - CHO}\\
|\phantom{.}\\
\phantom{..}\ce{CH3}
\end{array}\]

Explanation:

The chemical goes through the Cannizzaro reaction. As a result, there should be no α-hydrogen atom.

α-H atoms are found in the other three aldehydes. As a result, aldol condensation occurs, resulting in β-hydroxy aldehydes.