Organic Chemistry (8th Edition)

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

Chapter 2 - Structure and Properties of Organic Molecules - Problems - Page 69: Problem 2-17 f

Answer

The compound on the right will have a higher boiling point because of the larger surface area and hydrogen bonding.

Work Step by Step

The compound on the right will have a higher boiling point because of the larger surface area and hydrogen bonding. Both the compounds have hydrogen bonding. However, the compound on the right has a larger surface area because N is not a part of the ring but is bonded to the C and two Hydrogens. This gives it a larger surface area and hence higher boiling point.
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