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Chapter 11: 41aE (page 350)

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

CH3Br or CH3I

Short Answer

Expert verified

a. CH3I

Step by step solution

01

SN2reaction

It is a nucleophilic substitution reaction in which old bond is breaksbreak and new bond is formed both the process occur simultaneously. Hence, it’s a single step reaction.

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

02

Nucleophile

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

03

Species react faster with OH-

If the species is a better leaving group then it react faster with the nucleophile

I is a better leaving group than Br due to its large size the bond of C-I is weak than C-Br bond so C-I bond get easily break and nucleophilic substitution takes place.

 CH3I​ shows fast reaction thanCH3Br

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Most popular questions from this chapter

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

(d) Thedisplacement byon bromomethane in benzene or in acetonitrile

What product would you expect to obtain from SN2 reaction of OH-with (R)-2-bromobutane? Show the stereochemistry of both the reactant and product.

Draw the structure and assign Z or E stereochemistry to the product you expect from E2 reaction of the following molecule with NaOH (green = Cl):

Write the product you would expect from reaction of each of the following alkyl halides with (1)Na+-SCH3and (2)Na+-OH (green = Cl):

c)

Organic solvents like benzene, ether, and chloroform are neither protic nor strongly polar. What effect would you expect these solvents to have on the reactivity of a nucleophile in SN2 reactions?
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