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NEET CHEMISTRYMedium

An acid that forms an anhydride (X) on heating and an acid imide (Y) on strong heating with ammonia is:

A

Option 1

B

Option 2

C

Option 3

D

Option 4

Step-by-Step Solution

The reactions described correspond to the chemical behavior of Phthalic acid (benzene-1,2-dicarboxylic acid).

  1. Formation of Anhydride: Dicarboxylic acids with carboxyl groups in proper positions (like 1,2-positions) undergo dehydration on heating to form stable cyclic anhydrides. Phthalic acid loses a molecule of water to form Phthalic anhydride (X). C6H4(COOH)2ΔPhthalic anhydride+H2OC_6H_4(COOH)_2 \xrightarrow{\Delta} \text{Phthalic anhydride} + H_2O
  2. Formation of Imide: When treated with ammonia, carboxylic acids form ammonium salts. On strong heating, ammonium phthalate loses water to form Phthalimide (Y). C6H4(COOH)2+NH3Ammonium phthalateΔPhthalimide+2H2OC_6H_4(COOH)_2 + NH_3 \rightleftharpoons \text{Ammonium phthalate} \xrightarrow{\Delta} \text{Phthalimide} + 2H_2O

(Note: Succinic acid also shows similar behavior, forming succinic anhydride and succinimide, but Phthalic acid is the specific aromatic example often cited in this context in NEET/NCERT exams).

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