Complete the mechanism for the given conjugate addition reaction. Carefully follow the directions.   CH3CH=CH−CO2CH3+NH2CH3⟶conjugate addition product

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter27: Amines
Section: Chapter Questions
Problem 1E
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Complete the mechanism for the given conjugate addition reaction. Carefully follow the directions.

 

CH3CH=CH−CO2CH3+NH2CH3⟶conjugate addition product
D. The enolate from step C can form a resonance
E. Complete the structure of the enol tautomer of the
resonance structure in part D.
structure. Complete the enolate resonance
structure and add two curved arrows to form the
enol tautomer.
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C
H
0|N
|7 | |C
H
H
:0 :
H
H
H
z :
o :
: o:
:o:
Transcribed Image Text:D. The enolate from step C can form a resonance E. Complete the structure of the enol tautomer of the resonance structure in part D. structure. Complete the enolate resonance structure and add two curved arrows to form the enol tautomer. Select Draw Rings More Erase Select Draw Rings More Erase C H 0|N |7 | |C H H :0 : H H H z : o : : o: :o:
A. Add curved arrows to show the conjugate
addition step.
B. Complete the structure and add two curved
arrows to deprotonate the amine.
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H
H
N
:0 :
:0 :
H
H
C. Add two curved arrows to form the given keto tautomer.
Select
Draw
Rings
More
Erase
H
N
H
H.
+
:0 :
H
1L
1L
Transcribed Image Text:A. Add curved arrows to show the conjugate addition step. B. Complete the structure and add two curved arrows to deprotonate the amine. Select Draw Rings More Erase Select Draw Rings More Erase H H N :0 : :0 : H H C. Add two curved arrows to form the given keto tautomer. Select Draw Rings More Erase H N H H. + :0 : H 1L 1L
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