H In most amines the nitrogen atom is sp³ hybridized with a pyramidal structure and a bond angle of 109°. However, in formamide the nitrogen atom is planar with a bond angle close to 120°. Draw all the resonance structures for formamide and explain with words why this unexpected bond angle occurs. Use curved arrows to show the movement of electrons to give the structure you drew in each box. :O: 11 1 H Formamide H

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
Chapter2: Alkanes And Cycloalkanes
Section: Chapter Questions
Problem 2.31P
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In most amines the nitrogen atom is sp³ hybridized with a pyramidal structure and a
bond angle of 109°. However, in formamide the nitrogen atom is planar with a bond angle
close to 120°. Draw all the resonance structures for formamide and explain with words why
this unexpected bond angle occurs. Use curved arrows to show the movement of electrons
to give the structure you drew in each box.
:0:
11
by
N
1
H
Formamide
H
Transcribed Image Text:In most amines the nitrogen atom is sp³ hybridized with a pyramidal structure and a bond angle of 109°. However, in formamide the nitrogen atom is planar with a bond angle close to 120°. Draw all the resonance structures for formamide and explain with words why this unexpected bond angle occurs. Use curved arrows to show the movement of electrons to give the structure you drew in each box. :0: 11 by N 1 H Formamide H
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