The compound CH _3- C(CH _3)= CH - CH _3 on reaction with NaIO _4 in the presence of KMnO _4 given :

NEET 2003 Chemistry question

The compound on reaction with in the presence of given :

(1)
(2)Correct
(3)
(4)

Answer: (2)

Solution

with a catalytic amount of (Lemieux-von Rudloff oxidation) cleaves the double bond: the carbon carrying two alkyl groups ends up as a ketone and the carbon carrying one hydrogen ends up as a carboxylic acid (the aldehyde formed first is oxidised

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Question ID VK-089212