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A compound 'A' having molecular formula ...

A compound 'A' having molecular formula `C_(5)H_(12)O` , on oxidation gives a Compound 'B' with moleculer formula `C_(5)H_(10)O` . Compound 'B' gives 2,4- dinitrophenyl hydrazine derivative but did not answer haloform test or silver mirror test . The structure of compound 'A' is

A

`CH_(3)CH_(2)CH_(2)CH_(2)CH_(2)OH`

B

`CH_(3)CH_(2)CH_(2)underset(OH)underset(|)(CH)-CH_(3)`

C

`CH_(3)CH_(2)underset(OH" ")underset(|" ")(CH)CH_(2)CH_(3)`

D

`CH_(3)CH_(2)underset(CH_(3))underset(|" ")(CH)-CH_(2)OH`

Text Solution

Verified by Experts

The correct Answer is:
C

Compound .B. does not answer silver mirror test . Hence it cannot be an aldehyde . But it reacts with phenyl hydrazine , hence it can be a ketone . As it does not answer haloform test, it cannot be an `alpha` methyl ketone,
`therefore` Compound B is
`CH_(3)-CH_(2)-overset(O)overset(||)(C)-CH_(2)-CH_(3) " " CH_(3)CH_(2)underset(H)underset(|)overset(OH)overset(|)(C)-CH_(2)CH_(3)overset([O])toCH_(3)-CH_(3)-CH_(2)-overset(O)overset(||)(C)-CH_(2)-CH_(3)`
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MODERN PUBLICATION-ALDEHYDES , KETONES AND CARBOXYLIC ACIDS-Multiple Choice Questions ( Level - II )
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