Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 18.SE, Problem 34MP
Interpretation Introduction

Interpretation:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion is to be proposed.

Concept introduction:

In aprotic polar solvents SN2 reactions are favoured. LiI ionizes to give the iodide ion. The nucleophilic attack of the iodide ion on the ether will cleave the ether in a single step through a transition state to give an alcohol/phenol and alkyl halide as products.

To propose:

A mechanism for the reaction in which anisole reacts with LiI in hot DMF to yield iodomethane and a phenoxide ion.

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Chapter 18 Solutions

Organic Chemistry

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