Question

Write the structures of A, B and C in the following reactions :

(a) An aromatic compound 'A' on treatment with aqueous ammonia and heating forms compound 'B' which on heating with Br₂ and KOH forms a compound 'C' of molecular formula C₆H₇N. Write the structures and IUPAC names of compounds A, B and C. (b) Arrange the following: (i) In decreasing order of the pKb values: C₂H₅NH₂, C₆H₅NHCH₃, (C₂H₅)₂NH and C₆H₅NH₂ (ii) In increasing order of boiling point: C₂H₅OH, (CH₃)₂NH, C₂H₅NH