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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

3-Bromo-1-butene and 1-bromo-2-butene undergoSN1 reaction at nearly the same rate, even though one is a secondary halide and the other is primary. Explain.

Question:What products would you expect from the reaction of 1-bromopropane with each of the following?

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Which isomer would you expect to undergo E2 elimination faster, trans-1-bromo-4-tert-butylcyclohexane or cis-1-bromo-4-tert-butylcyclohexane? Draw each molecule in its more stable chair conformation, and explain your answer.

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