EBK GET READY FOR ORGANIC CHEMISTRY
EBK GET READY FOR ORGANIC CHEMISTRY
2nd Edition
ISBN: 9780321830555
Author: KARTY
Publisher: VST
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Chapter 22, Problem 22.30P
Interpretation Introduction

Interpretation:

The complete, detailed mechanism for the given reaction is to be drawn. If the product be optically active is to be determined.

Concept introduction:

Alkylation take place when benzene is treated with an alkyl halide in the presence of AlCl3, which is a strong Lewis acid catalyst. The reaction is called Friedel–Crafts alkylation. In Step 1, the alkyl halide coordinates to the Al atom of AlCl3. In Step 2, the X-C bond breaks in a heterolysis step, which takes place slowly, yielding the carbocation electrophile. The final two steps are the electrophilic aromatic substitution steps, i.e., electrophilic addition-elimination. If the carbocation intermediate is achiral, the product of the reaction is a racemic mixture, and it will not be optically active.

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Chapter 22 Solutions

EBK GET READY FOR ORGANIC CHEMISTRY

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