JEE Main 2019 · Chemistry · Carbonyl Compounds, Carboxylic Acids and Amines · hard

The molecular formula C4H11N has several amine isomers. Let x be the number of isomers that give a benzenesulfonamide soluble in aqueous NaOH, and y…

Single correct option

The molecular formula

\mathrm{C_4H_{11}N}

has several amine isomers. Let

x

be the number of isomers that give a benzenesulfonamide soluble in aqueous NaOH, and

y

the number among those that are optically active. The value of

x+y

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Answer: (A) 5

The benzenesulfonamide of an amine dissolves in alkali only if it still has an N-H, i.e. for primary amines (Hinsberg test). Primary amines of

\mathrm{C_4H_{11}N}

: butan-1-amine, butan-2-amine, 2-methylpropan-1-amine and 2-methylpropan-2-amine, so

x=4

. Only butan-2-amine has a stereocentre (C-2 with

\mathrm{H, NH_2, CH_3, C_2H_5}

), so

y=1

. Thus

x+y=5

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