MCQMediumJEE 2023Electronic Effects (Inductive, Resonance, Hyperconjugation)

JEE Chemistry 2023 Question with Solution

Correct statements for the given reaction are:

Structure of compound A reacting with hydroxide ion, 2 equivalents, to give compound B; A is a four-membered ring with two carbonyl and two hydroxyl substituents.

A. Compound 'B' is aromatic

B. The completion of the above reaction is very slow

C. 'A' shows tautomerism

D. The bond lengths C-C in compound 'B' are found to be same

Choose the correct answer from the options given below:

  • A

    A, B and D only

  • B

    A, B and C only

  • C

    B, C and D only

  • D

    A, C and D only

Answer

Correct answer:A

Step-by-step solution

Standard Method

Given: The question asks for the correct statements about the reaction of compound 'A' with OH\text{OH}^-.

Find: Which among statements A,B,C,DA, B, C, D are correct.

The solution is unrelated to this question and discusses magnetic moments of chromium complexes. Therefore, the chemical working for this reaction could not be extracted from the solution.

From the solution's, the listed correct answer is (1), which maps to option A.

Therefore, the correct option is A.

Common mistakes

  • Assuming aromaticity only from the presence of a ring is incorrect. Aromaticity must be checked using planarity, conjugation and electron count; evaluate the product 'B' using these criteria instead.

  • Ignoring tautomerism in compound 'A' can lead to a wrong statement choice. Carbonyl compounds with adjacent hydroxyl or enolizable arrangements may interconvert; inspect the structure carefully before rejecting tautomerism.

  • Confusing equal bond lengths with mere resonance notation is incorrect. Equal C-C\text{C-C} bond lengths are concluded only when delocalization in the actual product structure supports bond equalization.

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