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Question

How many of the following given molecules are aromatic in nature

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Solution

(a) Anti-aromatic, 4πe system, all atoms are sp2 hybridised.
(b) Aromatic, 6πe system, all atoms are sp2 hybridised (consider only 1 lone pair of O).
(c) Aromatic, 6πe system, all atoms are sp2 hybridised.
(d) Aromatic, 6πe system, all atoms are sp2 hybridised (consider only 1 lone pair of N).
(e) Non-aromatic, 12πe system but non-aromatic due to lack of planarity in the structure.
(f) Aromatic, 6πe system, all atoms are sp2 hybridised.
(g) Aromatic, 10πe system, methylene bridge gives the planar bicyclic 1,6-methano[10]annulene.
(h) Aromatic, 2πe system, all atoms are sp2 hybridised.
(i) Non-aromatic, non planar, 10πe system but non aromatic due to the two trans hydrogens non bonded repulsions making the molecule non planar.
(j) Non-aromatic, non planar, tub like shape, 8πe system.



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