Amines Ques 19
19. On hydrolysis of a “compound”, two compounds are obtained. One of which on treatment with sodium nitrite and hydrochloric acid gives a product which does not respond to iodoform test. The second one reduces Tollen’s reagent and Fehling’s solution. The “compound” is
[NEET Kar. 2013]
(a) $CH_3 CH_2 CH_2 CON(CH_3)_2$
(b) $CH_3 CH_2 CH_2 NC$
(c) $CH_3 CH_2 CH_2 CN$
(d) $CH_3 CH_2 CH_2 ON=O$
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Answer:
Correct Answer: 19.(b)
Solution:
(b) Hydrolysis of propyl isocyanide $(CH_3 CH_2 CH_2 NC)$ gives $CH_3 CH_2 CH_2 NH_2+$ $HCOOH$.
On treatment with $NaNO_2$ and $HCl$ (I) gives $CH_3 CH_2 CH_2 OH$ which does not give iodoform test. II $(HCOOH)$ reduces Tollen’s reagent and Fehling’s solution.
$\underset{\text{Propyl isocyanide}}{CH_3 CH_2 CH_2 NC} \xrightarrow{H_2 O} \underset{I}{CH_3CH_2CH_2NH_2} + \underset{II}{HCOOH} $
BETA
