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Chapter 11: 45dE (page 350)

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

d.CH3CH2CH2CH2NH2

Short Answer

Expert verified

CH3CH2CH2CH2Br鈥�+鈥�(excess)NH3鈥�鈫�鈥�CH3CH2CH2CH2NH2鈥�+鈥�NaBr

Step by step solution

01

SN2 reaction

It is a nucleophilic substitution reaction in which old bond is break 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

Formation of CH3CH2CH2CH2NH2

Here, the nucleophilic substitution occur where NaBr is produced and desired product is formed.

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

CH3CH2CH2CH2Br鈥�+鈥�excessNH3鈥�鈫�鈥�CH3CH2CH2CH2NH2鈥�+鈥�NaBr

Substitution reaction

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Most popular questions from this chapter

Question: Arrange the carbocations below, in order of increasing stability:

b.

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?

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

a) CH3Br or CH3I

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

(d) Thedisplacement byon bromomethane in benzene or in acetonitrile

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