An organic compound [A], molecular formula C 10 H 20 O 2 was hydrolyzed with dilute sulphuric acid to given…

An organic compound [A], molecular formula C10H20O2 was hydrolyzed 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]
  1. CH3CH2CH2COOCH2CH2CH2CH3
  2. CH33-C-COOCH2CCH33

Asked in: JEE Main 2020 (03 Sep Shift 1)

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