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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

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

Grade:11

1 Answers

Gaurav
askIITians Faculty 164 Points
7 years ago
Hello Student
It is given that compound‘C’having the molecular formula,C6H7Nis formed by heating compound ‘B’ withBr2andKOH. This is aHoffmannbromamidedegradation reaction. Therefore, compound ‘B’ is an amide and compound‘C’is an amine. The only amine having the molecular formula, C6H7Nis aniline, (C6H5NH2).
Therefore, compound ‘B’ (from which’C’is formed) must bebenzamide, (C6H5CONH2).
Further, benzamide is formed by heating compound ‘A’ with aqueous ammonia. Therefore, compound ‘A’ must be benzoic acid.

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