Aliphatic Compounds Containing Nitrogen - Result Question 17
####18. On heating an aliphatic primary amine with chloroform and ethanolic potassium hydroxide, the organic compound formed is
(a) an alkanol
(b) an alkanediol (2014 Main)
(c) an alkyl cyanide
(d) an alkyl isocyanide
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Answer:
Correct Answer: 18. (d)
Solution:
- This reaction is an example of carbylamine test which includes conversion of amine to isocyanide.
$$ \underset{\substack{\circ \ \text { amine }}}{\stackrel{\bullet}{N} H _2}+CHCl _3 \xrightarrow[KOH]{C _2 H _5 OH} \underset{\text { Alkyl isocyanide }}{R-\stackrel{+}{N} \equiv \stackrel{-}{C}} $$
NOTE The mechanism of this reaction included rearrangement of nitrene in which migration of alkyl group from carbon to nitrogen takes place.
