During the decarboxylation of acetoacetate, what is the nucleophile and what is the electrophile? Is the formation of a schiff base simply a preparation step or is the formation of a schiff base formed also by nucleophile/electrophile interaction?

Introduction to General, Organic and Biochemistry
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ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter31: Immunochemistry
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During the decarboxylation of acetoacetate, what is the nucleophile and what is the electrophile? Is the formation of a schiff base simply a preparation step or is the formation of a schiff base formed also by nucleophile/electrophile interaction?

 

CO₂
H+
Love 2 [onfron] I ow-t-ons
[CH₂]
ci
CH3-C-CH₂
CH3-C=
CH3-C-CH3
Acetoacetate
OH
-RNH₂
CH3-C-CH2
0:
Enolate
Acetoacetate decarboxylase
CO₂
H+
Figure 11-11
©2013 John Wiley & Sons, Inc. All rights reserved.
R
CH3-C=CH₂
in
Schiff base Electrophile
(imine)
RNH2
Acetone
-OH
H
CH3-C-CH3
Transcribed Image Text:CO₂ H+ Love 2 [onfron] I ow-t-ons [CH₂] ci CH3-C-CH₂ CH3-C= CH3-C-CH3 Acetoacetate OH -RNH₂ CH3-C-CH2 0: Enolate Acetoacetate decarboxylase CO₂ H+ Figure 11-11 ©2013 John Wiley & Sons, Inc. All rights reserved. R CH3-C=CH₂ in Schiff base Electrophile (imine) RNH2 Acetone -OH H CH3-C-CH3
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