Question

Compound A on oxidation with mild oxidizing agent gives compound B. Reaction of both
compound A and compound B with conc. HNO3 gives compound C. Compound A is an aldohexose
which can be prepared by acidic hydrolysis of starch. Identify compound A, B and C.

Answer 1

Answer:

Explanation:An organic compound A with molecular formula C

7

H

8

on oxidation by chromylchloride in the presence of CCl

4

gives a compound B which gives positive tollen's test. The compound B on treatment with NaOH followed by acid hydrolysis gives two products C and D. C on oxidation gives B which on further oxidation gives D. The compound D on distillation with sodalime gives a hydrocarbon E. Below 60

o

C, concentrated nitric acid reacts with E in the presence of concentrated sulphuric acid forming a compound F.