It is known that phenol is unusually more acidic than the common alcohols. However, aniline is unusually less basic than the common amines. Explain the above facts with the help of resonance structures. : OH NH2 Phenol Aniline

It is known that phenol is unusually more acidic than the common alcohols. However, aniline is unusually less basic than the common amines. Explain the above facts with the help of resonance structures. : OH NH2 Phenol Aniline

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

Chapter23: Amines

Section: Chapter Questions

Problem 23.31P

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Concept explainers

Amines

Amines are organic compounds with a nitrogen atom having a lone pair of electrons on it. They are derived from ammonia (NH3) wherein hydrogen atoms are substituted by an aryl or alkyl group.

Question

2. It is known that phenol is unusually more acidic than the common alcohols.
However, aniline is unusually less basic than the common amines. Explain the
above facts with the help of resonance structures.
: OH
NH2
Phenol
Aniline

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