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Chapter 11: Q47cE (page 350)

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

(c)CH3S-

Short Answer

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Answer

Step by step solution

01

SN2 reaction

This is a nucleophilic substitution reaction in which an old bond is broken and a new bond is formed simultaneously. The response is one-step because there is only one bond to form.

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

02

Definition of Nucleophiles and Stereochemistry

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

Stereochemistry - It is a study of the arrangement of atoms in a space that forms a molecule

03

Species react faster with 2-Bromoctane

2-bromoctane is a secondary bromoalkane, so the reaction proceeds with the inversion of configuration that the chirality of the carbon atom is changed as shown:

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Most popular questions from this chapter

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

a) CH3Br or CH3I

Question: The reactions shown below are unlikely to occur as written. Tell what is wrong with each, and predict the actual product.

b.

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

c.CH3CH2CH2CH2CN

Tell whether each of the following reactions is likely to be SN1, SN2, E1, E1cB or E2:

c)

Propose a structure for an alkyl halide that gives only (E)-3-methyl-2-phenyl-2-pentene on E2elimination. Make sure you indicate the stereochemistry.
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