NEET 2015 Chemistry question

Chemistry Aldehydes, Ketones and Carboxylic Acids NEET 2015

An organic compound 'X' having molecular formula yields phenyl hydrazone and gives negative response to the Iodoform test and Tollen's test. It produces n-pentane on reduction. 'X' could be :-

(1)2-pentanone
(2)3-pentanoneCorrect
(3)n-amyl alcohol
(4)pentanal

Answer: (2)

Solution

Formation of a phenylhydrazone shows that X is an aldehyde or ketone, which rules out n-amyl alcohol (3). A negative Tollens' test means X is not an aldehyde, so pentanal (4) is out. A negative iodoform test means there is no group, so 2-pentanone

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Question ID VK-091664