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Question: A compound (X) with a molecular formula \(\mathrm { C } _ { 5 } \mathrm { H } _ { 10 } \mathrm { O ...

A compound (X) with a molecular formula C5H10O\mathrm { C } _ { 5 } \mathrm { H } _ { 10 } \mathrm { O } gives a positive 2,4- DNP test but a negative Tollen’s test. On oxidation it gives a carboxylic acid (Y) with a molecular formula C3H6O2\mathrm { C } _ { 3 } \mathrm { H } _ { 6 } \mathrm { O } _ { 2 } . Potassium salt of (Y) undergoes kolbe’s reaction and gives a hydrocarbon (Z) (X), (Y) and (Z). respectively are

A

Pentan-3-one, propanoic acid, butane

B

Pentanal, pentanoic acid, octane

C

2-methylbutanone, butanoic acid, hexane

D

2,2-dimethylropanone, propanoic acid, hexane

Answer

Pentan-3-one, propanoic acid, butane

Explanation

Solution

: Since the compound gives positive 2,4- DNP

test and negative Tollens’ test, it is a ketone.