Question

The maximum number of compounds with the molecular formula $C_4{H}_{11}N$, which give an alkali soluble compound when reacted with benzenesulfonyl chloride is:

Answer 1

The compounds which give an alkali soluble compounds with benzenesulfonyl chloride are primary amines. The primary amines that can be formed from the given formula are
1) $C{H}_{3}C{H}_{2}C{H}_{2}C{H}_{2}N{H}_2$,
2) $C{H}_{3}C{H}_2\stackrel{N{H}_2}{\stackrel{|}{CH}}C{H}_3$,
3) $C{H}_{3}C(C{H}_3{)}_{2}N{H}_2$,
4) $C{H}_3\stackrel{C{H}_{2}N{H}_2}{\stackrel{|}{CH}}C{H}_3$.
Since in structure (2), we have a stereocenter and so, we will have two enantiomeric product, thus a total of 5 compouds with the molecular formula $C_4{H}_{11}N$ are possible which will give an alkali soluble compound with benzenesulfonyl chloride.