Q. A compound $(A)$ (molecular formula $–C_{8}H_{8}O$) on treatment with $NH_{2}OH \bullet HCl$ gives $B$ and $C$ rearrange to give $D$ and $E$ respective on treatment with acid. $B,C,D$ and $E$ are all isomers of molecular formula $(C_{8}H_{9}NO)$. When $D$ is boiled with the alcoholic KOH, an oil $F$ ($C_{6}H_{7}N$) separates out. $F$ reacts rapidly with $CH_{3}COCl$ to give back $D$. On the other hand, $E$ on boiling with alkali followed by acidification gives a white solid $G(C_{7}H_{6}O_{2})$. Identify $A$

A) [image:12_image338.emf]
B) [image:12_image339.emf]
C) [image:12_image340.emf]
D) [image:12_image341.emf]
Explanation

(a)
The compound is acetophenone
[image:12_image641.emf]

Dr. Abubacker
Reviewed by Dr. Abubacker

Physics Educator & NEET/JEE Specialist

Ph.D. in Physics with 19+ years of teaching experience.