General Organic Chemistry Question 14

Question 14 - 31 January - Shift 2

An organic compound $[A](C_4 H _{11} N)$, shows optical activity and gives $N_2$ gas on treatment with $HNO_2$. The compound [A] reacts with $PhSO_2 Cl$ producing a compound which is soluble in $KOH$. The structure of $A$ is:

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Answer: (4)

Solution:

Formula: Hinsberg’s Reaction

$C_4 H _{11} N$ releases $N_2$ with $HNO_2$ i.e. it is primary amine.

After reacting with Hinsberg reagent it forms a compound which is soluble in $KOH$,

Hence, the amine is primary.