Isomeric amines with molecular formula C 8 H 11 N give the following tests Isomer P ⇒ Can be prepared by Gabriel phthalimide synthesis Isomer Q ⇒ Reacts with Hinsberg’s reagent to give solid insoluble in NaOH Isomer R ⇒ Reacts with HONO followed by β -naphthol in NaOH to give red dye. Isomers P , Q and R respectively are

Step-by-step solution

The isomers of C 8 H 11 N , that can be prepared by Gabriel phthalimide synthesis are primary amines. can be prepared by Gabriel phthalimide synthesis because S N 2 is possible in Secondary amines react with Hinsberg’s reagent to give solid insoluble in NaOH . Hence, Q is the secondary amine Aromatic amines like aniline give diazonium salts. The diazonium salt used in diazo coupling to get red dye with beta Naphthol in sodium hydroxide. Hence, R is aromatic amine as shown below.