Neet Solved Paper 2015 Question 44

Question: An organic compound X having molecular formula $ C _5H _{10}O $ yields phenyl hydrazone and gives negative response to the iodoform test and Tollen’s test. It produces n-pentane on reduction. X could be

Options:

A) pentanal

B) 2-pentanone

C) 3-pentanone

D) n-amyl alcohol

Show Answer

Answer:

Correct Answer: C

Solution:

Since, the compound X yields phenyl hydrazone and gives negative response to the iodoform test and Tollen’s test,

it must contain a $ C=O $ group but is neither a methyl ketone nor an aldehyde.

The structure of X could be $ \underset{3-pentanone}{\mathop{CH _3-CH _2-\overset{\overset{O}{\mathop{||}},}{\mathop{C}},-CH _2-CH _3}}, $ having molecular formula $ C _5H _{10}O. $