Aldehydes Ketones Question 41
Question: The conversion of acetophenone to acetanilide is best accomplished by using :
[UPSEAT 2004]
Options:
A) Backmann rearrangement
B) Curtius rearrangement
C) Lossen rearrangement
D) Hofmann rearrangement
Show Answer
Answer:
Correct Answer: A
Solution:
$ \overset{\overset{CH_3}{\mathop{|}}}{\mathop{C_6H_5-C=O}}+H_2NOH\xrightarrow[-H_2O]{}\underset{\underset{\text{methyl phenyl ketoxime}}{\mathop{\text{Acetophenone oxime or}}}}{\mathop{\overset{\overset{CH_3}{\mathop{|}}}{\mathop{C_6H_5-C=NOH}}}} $
$ \underset{\begin{smallmatrix} Backmann \\ rearrangement \end{smallmatrix}}{\mathop{\xrightarrow{H_2SO_4}}}\underset{Acetanilide}{\mathop{C_6H_5NHCOCH_3}} $
BETA
