Question

A compound $C_9{H}_{12}O(A)$, is oxidised under vigorous conditions to benzoic acid. $(A)$ reacts with $Cr{O}_3$ and gives a positive iodoform test. Mark out the incorrect statement about the compound $(A)$.

• A. The compound is a benzylic alcohol.
• B. The compound is a $2^{\circ }$ alcohol.
• C. The compound is chiral.
• D. The compound does not give violet colour on treatment with $FeC{l}_3$

Answer 1

Answer: (A)

As the compound is giving benzoic acid on vigorous oxidation thus it should be a phenyl ketone or alcohol and as it giving positive iodoform test thus it should contain

$-\underset{\stackrel{||}{O}}{C}-C{H}_3$ or $-\stackrel{\underset{|}{O}H}{\mathrm{CH}}-C{H}_3$ group

From the given formula $C_9{H}_{12}O$ the possible structure is



It will not give violet colour with $FeC{l}_3$ because it is not the derivative of phenol.