H2N-R' R' `N' R CI R Pyridine ZI

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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In an aminolysis of an acid chloride, pyridine is often used to minimize the amount of the amine that is required, as shown here. Pyridine is a moderately
strong nucleophile, however, so it can react with an acid chloride via a nucleophilic addition–elimination mechanism. Nevertheless, this reaction involving pyridine does not interfere with the production of the desired amide.
(a) Draw the mechanism and the product for the nucleophilic addition–elimination reaction of pyridine with an acid chloride.
(b) Explain why this reaction involving pyridine does not interfere with the production of the desired amide product.
Hint: What reaction would ensue between the amine shown and the product of the reaction from part (a)?

H2N-R'
R'
`N'
R
CI
R
Pyridine
ZI
Transcribed Image Text:H2N-R' R' `N' R CI R Pyridine ZI
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