Br CH;OH OCH3 HBr

Chemistry: Principles and Practice
3rd Edition
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Chapter20: Chemistry Of Hydrogen, Elements In Group 3a Through 6a, And The Noble Gases
Section: Chapter Questions
Problem 20.6QE
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Question

Draw a stepwise mechanism for the following reaction.

Br
CH;OH
OCH3
HBr
Transcribed Image Text:Br CH;OH OCH3 HBr
Expert Solution
Step 1

SN1 mechanism :  It is a  Nucleophilic substitution reaction  where cabocation formation is the rate determining step i.e. only one molecule is involved . 

Basically SN1 reaction is a two step process , where 

First step is the slow step i.e. the detachment of leaving group and formation of planar carbocation.

Second step is the fast step i.e.  attack of neucleophile to the electron deficient center.

E1 mechanism : It is also a two step process and after cabocation formation there might be a possibility of hydrogen abstraction and formation of double bond.

In a SN1 reaction there have always a low amount of E1 product . Again if the temperature increases then percentage of  E1 product will increase with the SN1 product.

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