Question

Observe the following reaction sequence and the statements given about the product \(Y\)

I. Reaction of \(Y\) with \(\mathrm{Br_2/UV}\) light forms aryl bromide.
II. Reaction of \(Y\) with \(\mathrm{CrO_3/(CH_3CO)_2O}\) followed by hydrolysis gives a compound which is acidic in nature.
The correct answer is

• A. Both statements I and II are correct
• B. Both statements I and II are not correct
• C. Statement I is correct, but statement II is not correct
• D. Statement I is not correct, but statement II is correct

Hint:

Remember: \[ \boxed{ \mathrm{Toluene} \xrightarrow[\mathrm{V_2O_5}]{\mathrm{O_2}} \mathrm{Benzoic\ acid} } \] Benzoic acid does not undergo side-chain bromination or Etard oxidation.

Answer 1

The Correct Option is B

Step 1: Identify product \(Y\). The reaction sequence converts benzene into toluene through bromination, Wurtz-Fittig reaction and Friedel-Crafts alkylation. Oxidation of toluene under \[ \mathrm{O_2,\ V_2O_5,\ 773\,K} \] gives \[ \boxed{\mathrm{Benzoic\ acid}.} \] Thus, \[ Y=\mathrm{C_6H_5COOH}. \]

Step 2: Check Statement-I. Benzoic acid does not undergo bromination with \[ \mathrm{Br_2/UV} \] to give aryl bromide. Hence, \[ \boxed{\text{Statement-I is incorrect}.} \]

Step 3: Check Statement-II. Benzoic acid does not undergo Etard oxidation \[ \mathrm{CrO_3/(CH_3CO)_2O} \] to form another acidic product. Hence, \[ \boxed{\text{Statement-II is also incorrect}.} \] Therefore, \[ \boxed{(B)} \] is the correct answer.