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Question

Which of the following reagents should be used to prepare tert-butyl ethyl ether?
  1. tert-butyl bromide and sodium ethoxide
  2. tert-butyl alcohol and ethyl bromide
  3. tert-butyl alcohol and ethanol
  4. potassium tert-butoxide and ethyl bromide

A
tert-butyl alcohol and ethyl bromide
B
tert-butyl bromide and sodium ethoxide
C
tert-butyl alcohol and ethanol
D
potassium tert-butoxide and ethyl bromide
Solution
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tert-butyl ethyl ether can be prepared by the reaction of potassium tert-butoxide with ethyl bromide.

The process is Williamson synthesis.

This reaction follows SN2 mechanism.

Option D is correct.


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Similar Questions
Q1
Which of the following reagents should be used to prepare tert-butyl ethyl ether?
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Q2

When ethyl chloride is added to Sodium tert-butoxide, ethyl tert-butyl ether is obtained as the major product (shown below):

When the concentration of ethyl chloride is doubled, the reaction rate:


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Q3

When ethyl chloride is added to Sodium tert-butoxide, ethyl tert-butyl ether is obtained as the major product (shown below):

What happens to the rate if the temperature is increased?


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Q4

To prepare tert-butyl ethyl ether, the reagents required are:


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Q5
(A) Tert butyl methyl ether is not prepared by the reaction of tert butyl bromide with sodium methoxide.
(R) Sodium methoxide is a strong nucleophile.
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