JEE Advanced 2025 · Paper 2 · Chemistry Q4

ChemistrySingle correct+3 / -1Question 36 of 48

The correct reaction/reaction sequence that would produce a dicarboxylic acid as the major product is

Answer and worked solution

Official answer: C

(A) $\ce{HOCH2CH2Cl}$ → $\ce{HOCH2CH2CN}$ → $\ce{HOCH2CH2COOH}$ . This is a hydroxy acid, not a diacid.
(B) Bromine water oxidises only the CHO of glucose, giving gluconic acid, a monocarboxylic acid.
(C) Alcoholic KOH turns bromocyclohexane into cyclohexene. Hot acidic $\ce{KMnO4}$ then cleaves the ring to adipic acid, $\ce{HOOC(CH2)4COOH}$ : a dicarboxylic acid. ✓
(D) $\ce{H2CrO4}$ oxidises the primary alcohol to COOH, giving a keto acid with only one carboxyl.

JEE Advanced 2025 · Paper 2, Chemistry question 4