JEE Main Chemistry question

1-Methylcyclohexene on reductive ozonolysis yields [OJEE 2005]

(A)6-oxoheptanalCorrect
(B)6-oxoheptanoic acid
(C)6-hydroxyheptanal
(D)3-hydroxypentanal

Answer: (A)

Solution

Ozonolysis (with Zn/HO reductive work-up) opens the ring at the double bond. The ring carbon bearing the methyl substituent becomes a methyl ketone carbon (–CO–CH terminus),

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Question ID VK-142320