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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

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

(a) The concentration of the halide is tripled.

We saw in Section 8-7 that bromohydrins are converted into epoxides when treated with base. Propose a mechanism, using curved arrows to show the electron flow.

Question: Predict the product and give the stereochemistry resulting from reaction of each of the following nucleophiles with (R)-2-bromooctane:

(c)CH3S-

Which compound in each of the following pairs will react faster in an SN2reaction with OH-?

(d)CH2=CHBrorCH2=CHCH2Br

Tell whether each of the following reactions is likely to be SN1, SN2, E1, E1cB or E2:

a)
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