An organic compound [A], molecular formula C10H20O2 was hydrolysed with dilute sulphuric acid to given a carboxylic acid [B] and an alcohol [C]. Oxidation of [C] with CrO3 – H2SO4 produced [B]. Which

Question

An organic compound [A], molecular formula C10H20O2 was hydrolysed with dilute sulphuric acid to given a carboxylic acid [B] and an alcohol [C]. Oxidation of [C] with CrO3 – H2SO4 produced [B]. Which of the following structures are not possible for [A]

Prashant Kotian · Accepted Answer

Correct answer: B. CH3–CH2–CH–COOCH2–CH–CH2–CH3 CH3 CH3 Dil.H2SO4 CH3–CH2–CH–COOH + HO–CH2–CH–CH2–CH3 CH3 CH3 CH3–CH2–CH–COOH CH3 (B) (B) (C) CrO3/H+ (A) Same as (3) & (4) options. | JEE MAIN-2020 | DATE : 03-09-2020 (SHIFT-1) | PAPER-1 | OFFICIAL PAPER | CHEMISTRY PAGE # 6

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