In which solvent—ethanol or diethyl ether—would the

Organic Chemistry | 7th Edition | ISBN: 9781269406772 | Authors: Paula Yurkanis Bruice

Problem 55P Chapter 9

Organic Chemistry | 7th Edition

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Organic Chemistry | 7th Edition | ISBN: 9781269406772 | Authors: Paula Yurkanis Bruice

Organic Chemistry | 7th Edition

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Problem 55P

In which solvent—ethanol or diethyl ether—would the equilibrium for the following SN2 reaction lie farther to the right?

Step-by-Step Solution:

Solution 55P

Step 1 of 1</p>

The provide  reaction is as follows:

The favorable condition for the  reaction: High concentration of a good (negatively charge) nucleophile in an aprotic polar solvent.

The solvent diethyl ether  is aprotic solvent and ethanol is polar protic solvent. From the above explanation, diethyl ethercould be mistakenly assumed to be a suitable solvent in this reaction. But, it is not.

Here, the products are charged ions  . A polar solvent will stabilize the charge ions. Hence, the polar solvent is suitable for this reaction.

Therefore, equilibrium for the given  reaction lies farther to the right in the presence of ethanol  solvent.

Step 2 of 3

Chapter 9, Problem 55P is Solved
Step 3 of 3

Textbook: Organic Chemistry
Edition: 7
Author: Paula Yurkanis Bruice
ISBN: 9781269406772

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