Aromaticity Notes

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Reaction Mechanism

The IUPAC System of Nomenclature


Sec. Prefix + Pri. Prefix + Root Word + Pri. Suffix + Sec. Suffix

No. of Carbon atom in


Parent Chain
Cyclic Compound Unsaturation
Cyclo- -ane
-ene
-yne
Substituents with Main functional
locants group
Q. Identify aromatic, anti-aromatic and non-aromatic compounds in followings:
O
- -
+

Sol.
O−
O
-
Non-Aromatic
+
+

6 π − e− 8 π − e− 6 π − e− 2 π − e−
Aromatic Anti-Aromatic Aromatic Aromatic
Aromaticity

CRITERIA FOR AROMATICITY


▪ it must be cyclic and planar, and
▪ it must have an uninterrupted cloud of P electrons.
▪ The P cloud must contain an odd number of pairs of P electrons
Which of the following are aromatic?
Which compound in each set is aromatic?
Explain your choice.
Which compound in each set is aromatic?
Explain your choice.
AROMATIC HETEROCYCLIC COMPOUNDS
Heterocyclic aromatic compounds.
relative stabilities

▪ aromatic compound > cyclic compound with localized electrons >


antiaromatic compound

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