Question

An organic compound A has molecular formula `C_7H_9N` and it forms a clear solution when dissolved in aqueous `KOH` solution of benzene sulphonyl chloride. A on treatment with `NaNO_2` and `HCl` at `0^@` C and then with 2-naphthol form an intensely coloured compound. Aslo A on treatment with `CH_3COCl` followed by electrophilic sustitution yields a single product. identify. A
A. 4-emthylaniline
B. 2-methylaniline
C. 3-methylaniline
D. N-methylaniline

Answer 1

Correct Answer - A
Formation of single product in electrophilic substitution reaction indicates the symmetrical structure, (i.e., p-subtitution) of A. Formation of dye stuff with `(NaNO_2)/(HCl)(0^@)` and 2-naphthol suggests that it is an aromatic primary amine Thus, possible structure of A is.