O Macmillan Learn Guanidine is a stronger base than the typical amine. The increased basicity can be explained by drawing the resonance structures of the protonated guanidine. The protonated guanidine (A) has been drawn for you. Draw major resonance structures, B and C, and one minor resonance structure, D. Be sure to include the formal charge, lone pairs, and hydrogens on nitrogen for structures B, C, and D. H H A H H D minor resonance structure B major resonance structure #1 C major resonance structure #2

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter20: Acidity And Pka Of Phenols
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S
Guanidine is a stronger base than the typical amine. The increased basicity can be explained by drawing the resonance structures
of the protonated guanidine. The protonated guanidine (A) has been drawn for you.
Draw major resonance structures, B and C, and one minor resonance structure, D.
Be sure to include the formal charge, lone pairs, and hydrogens on nitrogen for structures B, C, and D.
alt
A
H-
HIN
Z
A
HIZ:
H
H
D
minor resonance
structure
B
major resonance
structure #1
N
C
major resonance
structure #2
Transcribed Image Text:O Macmillan Learning S Guanidine is a stronger base than the typical amine. The increased basicity can be explained by drawing the resonance structures of the protonated guanidine. The protonated guanidine (A) has been drawn for you. Draw major resonance structures, B and C, and one minor resonance structure, D. Be sure to include the formal charge, lone pairs, and hydrogens on nitrogen for structures B, C, and D. alt A H- HIN Z A HIZ: H H D minor resonance structure B major resonance structure #1 N C major resonance structure #2
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