Organic Chemistry (8th Edition)

Published by Pearson
ISBN 10: 0321768418
ISBN 13: 978-0-32176-841-4

Chapter 16 - Aromatic Compounds - Problems - Page 724: Problem 16-7 d

Answer

Aromatic

Work Step by Step

For compounds to be aromatic they have to pass three tests: 1) Planar- if not planar then they are non- aromatic 2) Hybridization- should be sp/ $sp^2$ 3) Huckle's rule- for aromatic 4n+2= # pi electrons (should be a whole number when solved) and for Anti-aromatic 4n = # pi electrons (should be a whole number when solved) This compound is aromatic because it is planar, has all $sp^2$ carbons and there are 14 pi electrons, which gives a whole number when 4n+2 is solved for n. The pi electrons of the internal alkane are not counted because they are not a part of the aromatic system.
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