MCQ
The conversion of acetophenone to acetanilide is best accomplished by using :
- ✓Backmann rearrangement
- BCurtius rearrangement
- CLossen rearrangement
- DHofmann rearrangement
✓
Answer
Correct option: A.
Backmann rearrangement
a
$\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{H_3}} \\
{\,\,\,\,\,\,\,\,\,\,|\,} \\
{{C_6}{H_5} - C = O}
\end{array}$ $\xrightarrow[{ - {H_2}O}]{}$$\underset{\begin{smallmatrix}
\text{Acetophenone oxime or} \\
\text{methyl phenyl ketoxime}
\end{smallmatrix}}{\mathop{\begin{matrix}
\,\,\,\,\,C{{H}_{3}} \\
|\, \\
{{C}_{6}}{{H}_{5}}-C=NOH \\
\end{matrix}}}\,$
$\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{H_3}} \\
{\,\,\,\,\,\,\,\,\,\,|\,} \\
{{C_6}{H_5} - C = O}
\end{array}$ $\xrightarrow[{ - {H_2}O}]{}$$\underset{\begin{smallmatrix}
\text{Acetophenone oxime or} \\
\text{methyl phenyl ketoxime}
\end{smallmatrix}}{\mathop{\begin{matrix}
\,\,\,\,\,C{{H}_{3}} \\
|\, \\
{{C}_{6}}{{H}_{5}}-C=NOH \\
\end{matrix}}}\,$
$\xrightarrow[\begin{subarray}{l}
{\text{Backmann}} \\
{\text{rearrangement}}
\end{subarray} ]{{{H_2}S{O_4}}}{\mkern 1mu} \mathop {{C_6}{H_5}NHCOC{H_3}}\limits_{{\text{Acetanilide}}} {\mkern 1mu} $
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