The hydrolysis of tert-butyl chloride proceeds less rapidly in a solvent mixture which is 15% water/85% acetone than in one which is 85% water/15% acetone. Why? O The reaction proceeds by an SN2 mechanism wherein the rate is increased by increasing the concentration of the nucleophile water. O The solvent which contains a greater percentage of water is less polar, and this destabilizes the tert-butyl chloride. None of the above. O The reaction proceeds by an SN1 mechanism wherein the rate is increased by increasing the concentration of the nucleophile water. O The transition state in the carbocation formation step is better stabilized in the more polar solvent mixture.
The hydrolysis of tert-butyl chloride proceeds less rapidly in a solvent mixture which is 15% water/85% acetone than in one which is 85% water/15% acetone. Why? O The reaction proceeds by an SN2 mechanism wherein the rate is increased by increasing the concentration of the nucleophile water. O The solvent which contains a greater percentage of water is less polar, and this destabilizes the tert-butyl chloride. None of the above. O The reaction proceeds by an SN1 mechanism wherein the rate is increased by increasing the concentration of the nucleophile water. O The transition state in the carbocation formation step is better stabilized in the more polar solvent mixture.
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.27P
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![The hydrolysis of tert-butyl chloride proceeds less rapidly in a solvent mixture which
is 15% water/85% acetone than in one which is 85% water/15% acetone. Why?
O The reaction proceeds by an SN2 mechanism wherein the rate is increased by increasing
the concentration of the nucleophile water.
The solvent which contains a greater percentage of water is less polar, and this destabilizes
the tert-butyl chloride.
O None of the above.
O The reaction proceeds by an SN1 mechanism wherein the rate is increased by increasing
the concentration of the nucleophile water.
O The transition state in the carbocation formation step is better stabilized in the more polar
solvent mixture.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F5dcc71a4-82ae-4d05-9e49-34fb5229fa43%2Ff304de29-7fc3-4bd1-ba2d-cd624f737062%2F8rhlhq_processed.jpeg&w=3840&q=75)
Transcribed Image Text:The hydrolysis of tert-butyl chloride proceeds less rapidly in a solvent mixture which
is 15% water/85% acetone than in one which is 85% water/15% acetone. Why?
O The reaction proceeds by an SN2 mechanism wherein the rate is increased by increasing
the concentration of the nucleophile water.
The solvent which contains a greater percentage of water is less polar, and this destabilizes
the tert-butyl chloride.
O None of the above.
O The reaction proceeds by an SN1 mechanism wherein the rate is increased by increasing
the concentration of the nucleophile water.
O The transition state in the carbocation formation step is better stabilized in the more polar
solvent mixture.
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