methyl ester reacting water. The acidic proton is bolded in the structure. -N H / N-acetyltyrosine methyl ester pK,=10

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section23.6: Reactions With Acids
Problem 23.9P
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1. (a) Write the overall reaction scheme of the N-acetyltryosine
methyl ester reacting water. The acidic proton is bolded in the
N H
structure.
/ N-acetyltyrosine methyl ester
pK=10
(b) Based on your sketch, predict whether the N-acetyltryosine methyl ester is more soluble in
0.1 M HCl or 0.1 M NAOH. Justify your reasoning using your reaction above and chemical logic.
Transcribed Image Text:OH 1. (a) Write the overall reaction scheme of the N-acetyltryosine methyl ester reacting water. The acidic proton is bolded in the N H structure. / N-acetyltyrosine methyl ester pK=10 (b) Based on your sketch, predict whether the N-acetyltryosine methyl ester is more soluble in 0.1 M HCl or 0.1 M NAOH. Justify your reasoning using your reaction above and chemical logic.
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