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JEE Main 2025 Apr 2 Shift 1, Chemistry Q1: Molecular Orbital Theory

JEE Main2025Apr 2, Shift 1Chemistry
Q.

Designate whether each of the following compounds is aromatic or not aromatic.

  1. A

    e, g aromatic and a, b, c, d, f, h not aromatic

  2. B

    b, e, f, g aromatic and a, c, d, h not aromatic

  3. C

    a, b, c, d aromatic and e, f, g, h not aromatic

  4. D

    a, c, d, e, h aromatic and b, f, g not aromatic

Solution

A planar, fully conjugated, cyclic species is aromatic when its -electron count satisfies Huckel's rule, that is -electrons with

Applying the rule to each structure:

(a) Cyclopentadienyl anion: 6 -electrons aromatic.

(c) Cyclobutadiene dication: 2 -electrons aromatic.

(d) Cyclobutadiene dianion behaves as a 6 -electron system in the relevant Huckel count aromatic.

(e) Benzene-type 6 -electron ring aromatic.

(h) Cyclopropenyl cation: 2 -electrons aromatic.

(b) Cyclopentadienyl cation: 4 -electrons, fails Huckel's rule not aromatic.

(f) Cyclooctatetraene: 8 -electrons and non-planar (tub shape) not aromatic.

(g) Cyclobutadiene: 4 -electrons not aromatic.

The aromatic set is a, c, d, e, h while b, f, g are non-aromatic. Option (4) is correct.

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