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Chapter 11: 44bE (page 350)

What effect would you expect the following changes to have on the rate of the reaction of ethanol with 2-iodo-2-methyl butane?

(b) The concentration of the ethanol is halved by adding diethyl ether as an inert solvent.

Short Answer

Expert verified

It is a nucleophilic substitution reaction in which an old bond is broken, and new bond is formed. Both processes co-occur. Hence, it’s a single-step reaction.

The two reacting species are involved in the rate determining steps.

Step by step solution

01

SN2reaction

It is a nucleophilic substitution reaction in which an old bond is broken, and new bond is formed. Both processes co-occur. Hence, it’s a single-step reaction.

The two reacting species are involved in the rate determining steps.

02

Rate of the reaction

InSN2rate of the reaction depend on the reacting species and nucleophile.

Hence, on half the concentration of ethanol, the rate of the reaction decreases as well as on adding dimethyl ether as a solvent decreases the polarity. Thus, the rate decrease and the response become slow.

R​ = KR.SN= K 12=K2

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Most popular questions from this chapter

Rank the following compounds in order of their expected reactivity toward SN2reaction:

CH3Br,CH3OTos,CH33CCl,CH32CHCl

Which reaction in each of the following pairs would you expect to be faster?

(d) Thedisplacement byon bromomethane in benzene or in acetonitrile

Which compound in each of the following pairs will react faster in anSN2reaction withOH-?

CH3Br or CH3I

Question: 1-Chloro-1,2-diphenylethane can undergo E2 elimination to give either cis- or trans-1,2-diphenylethylene (stilbene). Draw Newman projections of the reactive conformations leading to both possible products, and suggest a reason why the trans alkene is the major product.

Question: Review the mechanism of geraniol biosynthesis shown in Figure 11-15, and propose a mechanism for the biosynthesis of limonene from linalyl diphosphate.
See all solutions

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