Q. An aromatic compound ‘$X$’ with molecular formula $C_{9}H_{10}O\$ gives the following chemical tests Forms 2, 4-DNP derivative, Reduces Tollen’s reagent, Undergoes Cannizaro reaction and, On vigorous oxidation 1, 2-benzenedicarboxylic acid is obtained. X is
A) [image:12_image478.emf]
B) [image:12_image479.emf]
C) [image:12_image480.emf]
D) [image:12_image481.emf]
Explanation
(a)
X forms 2, 4-DNP derivatives, it shows that it is a carbonyl compound (>C=0).
It reduces Tollen’s reagent, it shows that it has an aldehyde group.
It undergoes Cannizaro reaction, that also shows the presence of an aldehyde having no $\alpha$-hydrogen.
On vigorous oxidation, it produces 1, 2-benzenedicarboxylic acid. It shows that groups are present at 1,2-position on benzene ring.
Thus, the correct structure of the compound X is
[image:12_image679.emf]
Reviewed by Dr. Abubacker
Physics Educator & NEET/JEE Specialist
Ph.D. in Physics with 19+ years of teaching experience.