Is this structure aromatic, antiaromatic, or nonaromatic? Provide its resonance structure as well.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Is this structure aromatic, antiaromatic, or nonaromatic? Provide its resonance structure as well.
HN-N
F
N
Transcribed Image Text:HN-N F N
Expert Solution
Step 1: Aromaticity
  • Aromaticity is a chemical property of organic compound.
  • Aromatic compounds have characteristics like,
  • It has high degree of stability.
  • It shows electrophilic substitution reaction rather than electrophilic addition reaction.
  • Delocalization of electrons 
  • aromatic compounds follows Huckel rule. According to which a cyclic planar conjugated species having (4n+2) π electrons ( where n= 0, 1, 2,...)  is aromatic in nature.
  • Each atom must be SP2 hybridized or SP hybridized i.e. planar system.
  • In short, cyclic, planar, conjugated systems which have odd number of π bonds are aromatic in nature.
  • For example benzene, benzene has 3 π bonds .


Anti-aromatic compounds:-

  • Cyclic
  • Delocalization of electrons
  • Planar
  • 4n π electrons system, n =1, 2, ...
  • Have even number of π bonds.
  • Example cyclobutadiene

Non-aromatic compounds 

  • Cyclic
  • No delocalization of electrons
  • non-planar
  • Huckel rule not applicable.
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