Compounds that contain an N-H group associate by hydrogen bonding. (a) Do you expect this association to be stronger or weaker than that of compounds containing an O-H group? (b) Based on your answer to part (a), which would you predict to have the higher boiling point, 1-butanol or 1-butanamine?

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
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Problem 10.48P
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Compounds that contain an N-H group associate by hydrogen bonding.

(a) Do you expect this association to be stronger or weaker than that of compounds containing an O-H group?

(b) Based on your answer to part (a), which would you predict to have the higher boiling point, 1-butanol or 1-butanamine?

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