Consider all the benzenoid structural isomers of the molecular formula C₇H₉N . Let x be the number of these isomers that form a diazonium salt which, upon treatment with H₃PO₂ / H₂O , yields toluene. Let y be the number of these isomers that give a foul-smelling compound when heated with chloroform and ethanolic KOH . The value of (x y) is ________.

Step-by-step solution

The benzenoid structural isomers of molecular formula C₇H₉N are: 1. o -toluidine (primary aromatic amine) 2. m -toluidine (primary aromatic amine) 3. p -toluidine (primary aromatic amine) 4. Benzylamine (primary aliphatic amine) 5. N -methylaniline (secondary aromatic amine) Condition for x : The isomer must form a stable diazonium salt that undergoes reductive deamination with H₃PO₂ to yield toluene. Only primary aromatic amines undergo this reaction cleanly. The three toluidines ( o -, m -, and p -) will form dia