ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Chapter 20.13, Problem 23P
Interpretation Introduction

Interpretation:

The mechanism for the hydrolysis of N,N-dimethylformamide, on the basis of mechanism 20.5 is to be written.

Concept introduction:

The hydrolysis of an amide under basic conditions take place in four steps.

An anionic tetrahedral intermediate is formed during the addition of hydroxide ion to carbonyl carbon in the first step.

The products formed by the hydrolysis of amide are carboxylic acid, ammonia and water.

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23.1(b,d and e)
22.65 When the following acid chloride is treated with AICI3, followed by HCl and Zn(Hg), a product is formed whose 'H NMR and IR spectra are shown here. Draw the product and propose a complete, detailed mechanism for the first of these two reactions. .CI 1. AICI3 2. HCI, Zn(Hg) 100 80- ? 60 40- * 20- 7 4 3 1 4500 4000 3500 3000 2500 2000 1500 1000 500 Chemical shift (ppm) Wavenumbers (cm-1)
22.46 (a&d only)
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