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Tutorial topics:

Introduction

Viewing Basics

Molecular Shapes
(VSEPR)

Conformations

Ethane
Butane
Cycloalkanes

Substituted Cyclohexane

Sterochemistry

SN2 Reaction

SN1 Reaction

Aromaticity

 

SN2 Reaction


Substitution, Nucleophilic, Bi-molecular

Key feature: concerted; inversion of configuration at the carbon being attacked; the rate depends on both nucleophile and the substrate.

The reaction is favored by less hindered substrate and by a strong nucleophile. The following animation illustrates the reaction between an alkyl chloride (green) and an iodide (purple) nucleophile.


An animation for SN2 reaction

The transition state for the above reaction is depicted below. Note that the carbon is connected to five atoms; the leaving group Cl (green) breaks away while the nucleophile I- (purple) attaches. The reaction is concerted, meaning that bond-forming and bond-breaking take place simultaneously.)


Transition State for SN2 reaction


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This page was last updated on September 4, 2001 by Dr. Linfeng Xie.
If you have any comments or suggestions, please send an e-mail to
xie@uwosh.edu

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