Answered: Explain the Reaction of ROH with…

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Explain the Reaction of ROH with PBr3—An SN2 Mechanism

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter9: Nucleophilic Substitution And Β-elimination

Section: Chapter Questions

Problem 9.45P: Draw a structural formula for the major organic product of each reaction and specify the most likely...

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Question

Explain the Reaction of ROH with PBr₃—An S_N2 Mechanism

Expert Solution

Concept:

A Ncleophilic Substitution reaction in which the rate determining step involves 2 components.

1. S_N2 reactions are bimolecular with simultaneous bond formation and bond breaking steps. 2. S_N2 reactions do not proceed via an intermediate. 3. S_N2 reactions give inversion of stereochemistry at the reaction center. 4. Steric effects are particularly important in S_N2 reactions.

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