Q.15 The non-aromatic compound/ion is:

Q.15 The non-aromatic compound/ion is:


Aromaticity 

A compound is aromatic if it satisfies all of the following:

  1. Cyclic

  2. Planar

  3. Fully conjugated

  4. Follows Hückel’s rule(4n + 2) π electrons

If a compound is:

  • Cyclic, planar, conjugated but has 4n π electrons → Antiaromatic

  • Fails cyclic/planar/conjugation → Non-aromatic


Correct Answer

(D)


Explanation of Each Option


Option (A): Naphthalene

  • Two fused benzene rings

  • Fully conjugated and planar

  • Total π electrons = 10

  • Follows 4n + 2 rule (n = 2)

Aromatic compound


Option (B): Tropylium Cation (C₇H₇⁺)

  • Cyclic and planar

  • Fully conjugated

  • π electrons = 6

  • Follows Hückel’s rule

Aromatic ion


Option (C): Cyclooctatetraene Dianion (C₈H₈²⁻)

  • 4 double bonds + 2 extra electrons

  • Total π electrons = 10

  • Becomes planar after gaining electrons

  • Follows 4n + 2 rule

Aromatic ion


Option (D): Cyclopentadienyl Cation (C₅H₅⁺)

  • Cyclic and conjugated

  • π electrons = 4

  • Follows 4n rule (n = 1)

Antiaromatic → chemically unstable

 Since antiaromatic species are not aromatic, this ion is classified as:

Non-aromatic


Final Conclusion

Option Nature
(A) Aromatic
(B) Aromatic
(C) Aromatic
(D) Non-aromatic (Antiaromatic)

Correct Answer: (D)

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