1.

A compound 'A' having the molecularformula C_(5)H_(12)O, on oxidation gives a compound 'B' withmolecularformula C_(5)H_(10)O. Compound 'B' gave a 2, 4- dinitrophenylhydrazinederivative but did not answer haloform test or silver mirror test. Thestructure of compound 'A' is

Answer»

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

Solution :
Since (B) on reaction with 2, 4-DNP forms a derivative, it implies that (B) hasgroup.
(B) gives -ve Tollens' test, hence it is not an aldehyde, but it is a KETONE.
(B) gives -ve haloform test, thus it is not a methyl ketone.
(B) is formed from the OXIDATION of (A), thus (A) is a`2^(@)` alcohol, and among the given options,
(A) is : `CH_(3)-CH_(2)-underset(OH)underset(|)(CH)-CH_(2)-CH_(3)`
and `therefore (B)` is `CH_(3)-CH_(2)-underset(O)underset("||")C-CH_(2)-CH_(3)`


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