k* КОН, МеОН 0 °C, 1 h RT, 1 h 0 °C, 12 h MeCOCI (3 equiv) K* МеОн (2.4 М) 0 °C, 30 min Room Temp., 2 h Reflux, 12 h 1) Mechanism for both reactions. 2) In the first step, why does the base attack the alpha hydrogen of CH3 on pyruvic acid? And why should the reaction be performed at 0 °C? 3) In the 2nd step why does HCl attack the carbonyl closer to the hydroxyl group? (Resonance stabilization?)

Principles of Instrumental Analysis
7th Edition
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Chapter14: Applications Of Ultraviolet-visible Molecular Absorption Spectrometry
Section: Chapter Questions
Problem 14.15QAP
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sub= 18 help
k*
КОН, МеОН
HO
0 °C, 1 h
RT, 1 h
0 °C, 12 h
MeCOCI (3 equiv)
K*
MeOH (2.4 M)
0 °C, 30 min
Room Temp., 2 h
Reflux, 12 h
1) Mechanism for both reactions.
2) In the first step, why does the base
attack the alpha hydrogen of CH3 on
pyruvic acid? And why should the reaction
be performed at 0 °C?
3) In the 2nd step why does HCl attack the
carbonyl closer to the hydroxyl group?
(Resonance stabilization?)
Transcribed Image Text:k* КОН, МеОН HO 0 °C, 1 h RT, 1 h 0 °C, 12 h MeCOCI (3 equiv) K* MeOH (2.4 M) 0 °C, 30 min Room Temp., 2 h Reflux, 12 h 1) Mechanism for both reactions. 2) In the first step, why does the base attack the alpha hydrogen of CH3 on pyruvic acid? And why should the reaction be performed at 0 °C? 3) In the 2nd step why does HCl attack the carbonyl closer to the hydroxyl group? (Resonance stabilization?)
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