Organic Chemistry: Principles And Mechanisms
Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393663549
Author: KARTY, Joel
Publisher: W. W. Norton and Company
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Chapter 12, Problem 12.35P
Interpretation Introduction

Interpretation:

The reason for the given order of relative reaction rates of electrophilic addition of Br2 to several alkenes is to be explained.

Concept introduction:

Molecular bromine undergoes anti addition across a C=C double bond. As the electron-rich alkene approaches Br2 molecule, it temporarily generates an electron-poor site on the Br atom closer to the alkene. The subsequent flow of electrons takes place between the electron-rich alkene and the electron-poor Br atom. The presence of an electron donating group attached to the C=C double bond makes it more electron rich which can increase the driving force for the electrophilic addition step.

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Organic Chemistry: Principles And Mechanisms

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