ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Help me answer this practice sheet I found for an answer guide
show the retrosynthesis of this
molecule step by step starting with
1,3-dimethoxy benzene
H3CO
OH
OH
OCH 3
Consider the reaction of a propanoate ester with hydroxide ion shown below. A
series of four alcohol leaving groups were tested to determine which would be the
best leaving group.
Based on the pKa values of the alcohols, predict which alcohol would produce the
fastest hydrolysis reaction.
HO
FOR
A
Alcohol I, pKa =16.0
B
Alcohol II, pKa =10.0
C
Alcohol III, pKa = 7.2
+ ROH
D
Alcohol IV, pKa = 6.6
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