JEE Main · 2023 · Shift-ImediumGOC-075

Correct statements for given reaction are: (A) Compound B is aromatic (B) Completion is very slow (C) A shows…

General Organic Chemistry (GOC) · Class 11 · JEE Main Previous Year Question

Question

Correct statements for given reaction are: image (A) Compound B is aromatic (B) Completion is very slow (C) A shows tautomerism (D) Bond lengths C-C in B are same

Options
  1. a

    (A), (B) and (D) only

  2. b

    (A), (B) and (C) only

  3. c

    (B), (C) and (D) only

  4. d

    (A), (C) and (D) only

Correct Answerd

(A), (C) and (D) only

Detailed Solution

Step 1: Analyzing Squaric Acid Reaction Squaric acid reacts with 2 equivalents of \ceOH\ce{OH-} to form the squarate dianion (Compound B).

  • (A) Aromaticity: The squarate dianion is a 2π-electron system (resonance hybrid) which is aromatic and very stable. (True)
  • (C) Tautomerism: Squaric acid (Compound A) exists in equilibrium with its tautomeric forms. (True)
  • (D) Bond Lengths: Due to aromaticity and resonance, all CCC-C bond lengths in the square dianion are identical. (True)
  • Statement (B) says completion is very slow, which is typically false for acid-base neutralizations of such sharp acids.

Answer: (d) (A), (C) and (D) only\boxed{\text{Answer: (d) (A), (C) and (D) only}}

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