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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:
Compound A has molecular formula C$$_4$$H$$_{11}$$N. The given clues are:
1. Optical activity: A has a chiral center.
2. Gives N$$_2$$ with HNO$$_2$$: A is a primary amine ($$-NH_2$$).
3. Reacts with PhSO$$_2$$Cl to give a product soluble in KOH: This is the Hinsberg test result for a primary amine (the sulfonamide product has an acidic N-H that dissolves in KOH).
So A is an optically active primary amine with formula C$$_4$$H$$_{11}$$N, which is C$$_4$$H$$_9$$NH$$_2$$.
Among the isomers of C$$_4$$H$$_9$$NH$$_2$$:
- n-Butylamine: no chiral center
- Isobutylamine: no chiral center
- sec-Butylamine (2-aminobutane): CH$$_3$$CH(NH$$_2$$)CH$$_2$$CH$$_3$$ — has a chiral center at C-2 ✔
- tert-Butylamine: no chiral center
Therefore, A is sec-Butylamine (2-aminobutane).
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