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Chapter 11: Q57b (page 350)

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

b.

Short Answer

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Answer

Step by step solution

01

 SN2 reaction

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

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

02

Reactivity towards SN2 reaction

As the reaction is the single-step reaction so, no intermediate is formed and occur fast with primary alkane than with secondary alkane.

SN2 occur fast with those reacting species which have best leaving group

SN2 occur fast when less steric hindrance occurs because if the steric hindrances more then reactivity get decrease.

So,

Reactivity order

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Most popular questions from this chapter

Assign configuration to the following substrate, and show the stereochemistry and identity of the product you would obtain by reaction with water (reddish-brown=Br):

(S)-2-Butanol slowly racemizes on standing in dilute sulfuric acid. Explain.

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

c.CH3CH2CH2CH2CN

Methyl esters (RCO2CH3) undergo a cleavage reaction to yield carboxylate ions plus iodomethane on heating with LiI in dimethylformamide:

The following evidence has been obtained: (1) The reaction occurs much faster in DMF than in ethanol. (2) The corresponding ethyl ester (RCO2CH2CH3) cleaves approximately 10 times more slowly than the methyl ester. Propose a mechanism for the reaction. What other kinds of experimental evidence could you gather to support your hypothesis?

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

a) CN-
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