Question

The correct statement(s) about the following reaction sequence is(are):
$\underset{\left(C_9{H}_{12}\right)}{\text{Cumene}}\underset{\left(ii\right)H_3{O}^{+}}{\overset{\left(i\right)O_2}{\to }}P+\text{Acetone}$

$P\underset{ii.H^{+}/H_{2}O}{\overset{i.CHC{l}_3/NaOH}{\to }}\underset{\text{(major)}}{Q}+\underset{\text{(minor)}}{R}Q\underset{NaOH}{\overset{PhC{H}_{2}Br}{\to }}S$

• A. R is steam volatile
• B. Q gives dark violet colouration with $1\%$ aqueous $FeC{l}_3$ solution
• C. S gives yellow precipitate with 2, 4-dinitrophenylhydrazine
• D. S gives dark violet colouration with $1\%$ aqueous $FeC{l}_3$ solution

Answer 1

Answer: (B), (C)

S gives yellow precipitate with 2, 4-dinitrophenylhydrazine



(a) R is not steam volatile, but Q is steam volatile thus, incorrect.
(b) Q has enolic group thus, gives violet colour with $1\%$ aqueous $FeC{l}_3$ solution thus, correct.
(c) S has carbonyl group hence, gives yellow precipitate with 2, 4-DNP thus, correct.
(d) S does not give colour with $FeC{l}_3$ thus, incorrect.