Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 26, Problem 26.7P
Interpretation Introduction

(a)

Interpretation:

The structure of the conjugate acid of 4(dimethylamino)pyridine is to be drawn. Along with the help of resonance structure, the reason as to why 4(dimethylamino)pyridine is more basic than pyridine is to be stated.

Concept introduction:

Pyridine is a six-membered heterocyclic aromatic ring where a nitrogen atom is placed instead of a carbon atom. The DMAP molecule is a derivative of pyridine molecule. It is used as a base and a nucleophilic catalyst. Electron density and basicity are directly proportional to each other.

Interpretation Introduction

(b)

Interpretation:

The product obtained from the reaction of 4(dimethylamino)pyridine with CH3I is to be stated.

Concept introduction:

Pyridine is a six-membered heterocyclic aromatic ring where a nitrogen atom is placed instead of a carbon atom. The DMAP molecule is a derivative of pyridine molecule. It is used as a base and a nucleophilic catalyst. Electron density and basicity are directly proportional to each other.

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2. Provide a clear arrow-pushing mechanism for the following reactions. Do not skip proton transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted without ambiguity. a. CH3 Ph OEt هد Ph CH3 Hint: the species on the left is an ynolate, which behaves a lot like an enolate.
b. CH3 H3C CH3 CH3 H3C an unexpected product, containing a single 9- membered ring the expected product, containing two fused rings H3C-I (H3C)2CuLi an enolate
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