Question

An organic compound of molecular formula $\mathrm { C } _ { 3 } \mathrm { H } _ { 6 } \mathrm { O }$did not give a silver mirror with Tollens’ reagent but give an oxime with hydroxylamine. It may be.

• A. $\mathrm { CH } _ { 2 } = \mathrm { CH } - \mathrm { CH } _ { 2 } - \mathrm { OH }$
• B. $\mathrm { CH } _ { 3 } \mathrm { COCH } _ { 3 }$
• C. $\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { CHO }$
• D. $\mathrm { CH } _ { 2 } = \mathrm { CH } - \mathrm { OCH } _ { 3 }$

Answer 1

Answer: (B)

$\mathrm { CH } _ { 3 } \mathrm { COCH } _ { 3 }$

Answer 2

: Aldehydes give silver mirror test with Tollens’ reagent while ketones form oximes with hydroxylamimne.

Hence the compound is a ketone. Alcohol and ethers do not give this test.