Q17 / 90 · JEE Main 2022 (25 Jun Shift 2) · Chemistry

Which of the following conditions or reaction sequence will NOT give acetophenone as the major product?

A
(a)
(b) ${Na}_{2} {Cr}_{2} O_{7}, H^{+}$
B
(a)
(b) $PCC, DCM$
Correct answer
C
D

Solution

Ethyl benzoate on reaction with 2 moles of grignard reagent forms a tertiary alcohol.Hence acetophenone cannot be formed in this reaction as shown below.

$Ph - COO - C_{2} H_{5} + {CH}_{3} MgBr ⟶ {PhCOCH}_{3} \overset{{CH}_{3} MgBr}{⟶} PhC {({CH}_{3})}_{2} OH$

Hence, the correct answer is option: 'C'.

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