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

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

a) CH3Br or CH3I

Short Answer

Expert verified

CH3I

Step by step solution

01

SN2 reaction

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

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

02

Nucleophile 

Nucleophilesare 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 show fast reaction than CH3Br.

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Most popular questions from this chapter

Compound X is optically inactive and has the formulaC16H16Br2. On treatment with strong base, X gives hydrocarbon Y,C16H14. Compound Y absorbs 2 equivalents of hydrogen when reduced over a palladium catalyst and reacts with ozone to give two fragments. One fragment, Z, is an aldehyde with formulaC7H6O. The other fragment is glyoxal,(CHO)2. Write the reactions involved, and suggest structures for X, Y, and Z. What is the stereochemistry of X?

Reaction of the following S to sylate with cyanide ion yields a nitrileproduct that also has S stereochemistry. Explain.

Question: (R)-2-Bromooctane undergoes racemization to give (卤)-2-bromooctane when treated with NaBr in dimethyl sulfoxide. Explain.

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?

Which reactant in each of the following pairs is more nucleophilic? Explain.

a) BF3 or F-
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