Propose a mechanism .?HBrROOR(e)ose a mechanism for the following:BrCIHBrHCI(b)HOL, CH(c)/ t1Fall 2013CAA“咩TCHARTER 6- SunsTITUTION REACTIONS OF ALKYL HALIDES購

Answered: a mechanism for the following: of HBr…

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Chemistry

a mechanism for the following: of HBr HC masa (a) (b) HOI

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations

Section11.8: The E2 Reaction And The Deuterium Isotope Effect

Problem 17P

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Question

Propose a mechanism

.?
HBr
ROOR
(e)
ose a mechanism for the following:
Br
CI
HBr
HCI
(b)
HOL, CH
(c)/ t
1
Fall 2013
CAA“咩
TCHARTER 6- SunsTITUTION REACTIONS OF ALKYL HALIDES
購

Expert Solution

Step 1

When unsymmetrical alkenes undergo addition reaction with hydrogen halide(HBr), the product formed will be in accordance with the Markonikov's rule.

According to Markonikov's rule, the negative part of the addendum goes to the carbon atom of alkene having less number of H-atoms or the negative part goes to most substituted carbon of the alkene.

Since, during the reaction a carbo cation intermediate is formed and a highly substituted carbo cation is more stable.

For example:

Step 2

a) Mechanism of the reaction is shown below:

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