Aliphatic Compounds Containing Nitrogen - Result Question 8

####8. A compound ’ $X$ ’ on treatment with $Br _2 / NaOH$, provided $C _3 H _9 N$, which gives positive carbylamine test. Compound ’ $X$ ’ is

(2019 Main, 11 Jan II)

(a) $CH _3 COCH _2 NHCH _3$

(b) $CH _3 CH _2 CH _2 CONH _2$

(c) $CH _3 CON\left(CH _3\right) _2$

(d) $CH _3 CH _2 COCH _2 NH _2$

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Answer:

Correct Answer: 8. (b)

Solution:

  1. The molecular formula, $C _3 H _9 N$ refers to four structural isomers of amines

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Here, only $a$ and $b$ (primary amines) can be prepared from their respective amides by Hoffmann bromamide $\left(Br _2 / NaOH\right)$ method and can give positive carbylamine test.

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So, ’ $X$ ’ can be $CH _3 CH _2 CH _2-CONH _2$ (a) or $CH _3 CH\left(CONH _2\right) CH _3$ (b).

Carbylamine test given by (a) and (b)

$CH _3 CH _2 CH _2 NH _2+CHCl _3+3 KOH \xrightarrow{\Delta}$

As (b) is not among the given options So, it is ruled out and compound ( $X$ ) is $CH _3 CH _2 CH _2 CONH _2$.



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