JEE Main Chemistry question

Chemistry Organic Oxidation & Reduction Reactions JEE Main

An organic compound X is oxidised by using acidified K₂Cr₂O₇. The product obtained reacts with phenylhydrazine but does not answer the silver mirror test. The possible structure of X is

(A)CH₃CH₂OH
(B)(CH₃)₂CO (a ketone drawn directly, not formed by oxidation)
(C)(CH₃)₂CHOHCorrect
(D)CH₃CHO

Answer: (C)

Solution

The oxidation product reacts with phenylhydrazine (any carbonyl compound does) but gives a negative Tollens' (silver mirror) test, so the product must be a

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Question ID VK-149195