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Chapter 11: Q 11-11-41 E-b (page 350)

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

(b) CH3CH2Iin ethanol or dimethyl sulfoxide

Short Answer

Expert verified

CH3CH2I

Step by step solution

01

SN2 reaction

An old bond is broken and a new bond is formed in this nucleophilic substitution reaction. This occurs simultaneously. The reaction is therefore single-step.

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

02

Nucleophile

Nucleophiles are the negatively charged ions or the neutral species having the lone pair of electrons ready for bonding.

03

Species react faster with OH-

If the species is a better leaving group, it reacts faster with the nucleophile.

I am a better leaving group than dimethyl sulfoxide (DMSO) in ethanol, aprotic solvent, and form hydrogen bonds with hydroxide. It decreases the reactivity of the reaction.

CH3CH2I shows fast reaction than DMSO

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Most popular questions from this chapter

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

(b) Thedisplacement byon bromoethane or on bromocyclohexane

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

How might you prepare each of the following molecules using a nucleophilic substitution reaction at some step?

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

(c)(CH3)3CClorCH3Cl

Question: Order each of the following sets of compounds with respect to reactivity:

b. (CH3)3 CCI (CH3)3 CBr (CH3)3 COH
See all solutions

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