3. Consider the following equilibrium for questions 3a, 3b, and 3c. OMe OMe HO + + H. H H pka = 7.4 pka = 10 3a. What side of the equilibrium is favored? 3b. Using curved arrows, give a mechanis for this reaction from left right. 3c. What is the role of triethyl amine in the synthesis of divanillyl oxalate? That is, how does the addition of triethyl amine impact the nucleophilicity of vanillin?

EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN:9781305446021
Author:Lampman
Publisher:Lampman
Chapter21: Synthesis Of N-butyl Bromide And T-pentyl Chloride
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3. Consider the following equilibrium for questions 3a, 3b, and 3c.
OMe
OMe
НО
H.
H.
pka = 7.4
pKa = 10
3a. What side of the equilibrium is favored?
3b. Using curved arrows, give a mechanism for this reaction from left to right.
3c. What is the role of triethyl amine in the synthesis of divanillyl oxalate? That is, how does
the addition of triethyl amine impact the nucleophilicity of vanillin?
Transcribed Image Text:3. Consider the following equilibrium for questions 3a, 3b, and 3c. OMe OMe НО H. H. pka = 7.4 pKa = 10 3a. What side of the equilibrium is favored? 3b. Using curved arrows, give a mechanism for this reaction from left to right. 3c. What is the role of triethyl amine in the synthesis of divanillyl oxalate? That is, how does the addition of triethyl amine impact the nucleophilicity of vanillin?
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