Which of the following species is/are aromatic?
F5 Vinanti Teaching 22.08.23 D17

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CSIR-UGC (NET) Chemical Science: Held on (18 Sept 2022)
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  1. only A
  2. only B
  3. only B and C
  4. only A and B

Answer (Detailed Solution Below)

Option 4 : only A and B
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Detailed Solution

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Concept:

Huckel's rule of aromaticity:-

  • Conditions for compounds to be Non-aromatic:-
    • Non-aromatic compounds have 4n + 2 or 4n number of π electrons
    • There is no delocalized electron system in that molecule.
    • The system must be non-planar and unconjugated.

​Explanation:-

A. F5 Vinanti Teaching 22.08.23 D18

  • The compound has  electrons. It obeys Huckel's (4n+2)π rule for n=1.
  • Every member in the ring is sp2 hybridized and thus the molecule is planar.
  • The system is conjugated.

Hence, the compound A is aromatic.

B. F5 Vinanti Teaching 22.08.23 D19

  • The compound has 10π electrons. It obeys Huckel's (4n+2)π rule for n=2
  • Every member in the ring is sp2 hybridized and thus the molecule is planar.
  • The system is conjugated.

Hence, the compound B is aromatic.

C. F5 Vinanti Teaching 22.08.23 D20

  • The compound has 12π electrons.
  • Although every member in the ring is sp2 hybridized and thus the molecule is planar.
  • The system is conjugated.
  • This compound should be anti-aromatic as it contains 12π electrons (obeys 4nπ rule for n=3).

Hence, the compound is anti-aromatic.

Conclusion:-

Hence, only A and B species are aromatic.

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