Question
Question: A compound ‘A’ having the molecular formula \(\mathrm { C } _ { 5 } \mathrm { H } _ { 10 } \mathrm {...
A compound ‘A’ having the molecular formula C5H10O. Compound ‘B’ gave a 2,4 dinitrophenylhydrazine derivative but did not answer haloform test or silver mirror test. The structure of compound ‘A’ is
A
CH3−CH2CH2−CH2−CH2−−OH
B
C
D
Answer
Explanation
Solution
:

Since (2) on reaction with 2,4- DNP forms a derivative it implies that (2) has fig.
(2) gives –Ve Tollens’ test, hence it is not an aldehyde, but it is a ketone.
(2) gives –ve haloform test, thus it is not a methyl ketone.
(2) is formed from the oxidation of (1), thus (1) is a 20 alcohol and among the given options.,
(1) is :
And is