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

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

(d)CH2=CHBrorCH2=CHCH2Br

Short Answer

Expert verified

CH2=CHCH2Br

Step by step solution

01

SN2 reaction

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

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

02

Nucleophile

Nucleophiles are negatively charged ions or the neutral species having the lone pair of electrons that 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

CH2=CHCH2Bris a better leaving group because of vicinal halide whereas CH2=CHBris unreactive in the substitution reaction

CH2=CHCH2BrshowfastreactionthaCH2=CHBr

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Most popular questions from this chapter

What product would you expect from a nucleophilic substitution reaction of (S) -2-bromohexane with acetate ion, CH3CO2-? Assume that inversion of configuration occurs, and show the stereochemistry of both the reactant and

product.

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

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

(a) TheSN2displacement byI- on CH3Cl or CH3OTs

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

(b) Thedisplacement byon bromoethane or on bromocyclohexane

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

(c)CH3S-
See all solutions

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