JEE Main 2022 · 27 Jun · Shift 1 · Chemistry Q76

ChemistrySingle correct+4 / -1Question 76 of 90

Which of the following reactions will yield benzaldehyde as a product ?

(A) Benzoic acid: (i) $\mathrm{SOCl_2}$ , Quinoline (ii) $\mathrm{H_2/Pd/BaSO_4}$

(B) Benzyl alcohol: $\mathrm{CrO_3/H_2SO_4}$

(D) Toluene: (i) $\mathrm{CrO_3}$ , $\mathrm{(CH_3CO)_2O}$ (ii) $\mathrm{H_3O^+}$ , $\Delta$

(B) and (C)

(A) and (D)

(A) and (C)

Answer and worked solution

Official answer: C

Check each.

(A) $\mathrm{SOCl_2}$ gives benzoyl chloride; Rosenmund reduction gives benzaldehyde ✓.
(B) $\mathrm{CrO_3/H_2SO_4}$ oxidises benzyl alcohol on to benzoic acid ✗.
(C) $\mathrm{NaBH_4}$ does not reduce the ester ✗.
(D) Étard-type $\mathrm{CrO_3/Ac_2O}$ then hydrolysis gives benzaldehyde ✓.

(A) and (D).

(C)

Topics:Named reactions Oxidation and reduction

JEE Main 2022 · 27 Jun · Shift 1, Chemistry question 76