EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN: 9781305446021
Author: Lampman
Publisher: CENGAGE LEARNING - CONSIGNMENT
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Chapter 20, Problem 1Q
Interpretation Introduction
Interpretation:
The mechanism for the reaction of tert-butyl alcohol and 1-butanol under the reaction conditions in the experiment needs to be explained.
Concept Introduction:
Generally, alcohols do not react in simple nucleophilic displacement reactions. If alcohols are attracted directly by nucleophile, hydroxide ion which is a strong base can be displaced easily from the alcohol. But the reaction is not energetically favorable and cannot occur to an extent.
To avoid this, the nucleophilic substitution reaction of alcohol takes place in acidic medium. Initially, protonation of alcohol takes place followed by the removal of water molecule. The reaction is energetically stable.
This is represented as follows:
Expert Solution & Answer
Explanation of Solution
This reaction examines the capability of two halides to replace an alcohol bynucleophilic substitution.
Initially, suppose the reaction of bromide and chloride ions with tert-butyl alcohol. Below possible reaction will take place:
Now suppose, reaction of bromide and chloride ions with 1-butanol. Below possible reaction will take place:
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EBK A SMALL SCALE APPROACH TO ORGANIC L
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