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JEE Main · 2022 · 27 Jun 2022 · Shift 2 · General Organic Chemistry

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Decarboxylation of all six possible forms of diaminobenzoic acids yields three products and C. Three acids give a product 'A', two acids gives a product 'B' and one acid give a product 'C'. The melting point of product 'C' is
  1. (A)
  2. (B)
  3. (C)
  4. (D)✓ Correct

Answer: (D)

Solution

Decarboxylation of diaminobenzoic acids removes the COOH group, yielding diaminobenzenes (phenylenediamines).

The six isomers of diaminobenzoic acid yield three products:
  • Product A (m-phenylenediamine): formed from 3 isomers (most common)
  • Product B (o-phenylenediamine): formed from 2 isomers
  • Product C (p-phenylenediamine): formed from 1 isomer (most symmetric)

The para-isomer (C) has the highest symmetry and strongest intermolecular hydrogen bonding, giving it the highest melting point of 142°C.

Answer: (D) 142°C

JEE Main · 2022 · 27 Jun 2022 · Shift 2 · Single correct option

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