Optically pure R 2-bromopentane reacted with Nal in acetone to give optically pure S-2-lodopentane. The rate of this reaction was found to depend on the concentrations of both 2-bromopentane and Nal. Propose a mechanism for this reaction. Be sure to show the flow of electrons structure of any reactive intermediates and the transition state of the reaction. H. Br Nal acetone

Optically pure R 2-bromopentane reacted with Nal in acetone to give optically pure S-2-lodopentane. The rate of this reaction was found to depend on the concentrations of both 2-bromopentane and Nal. Propose a mechanism for this reaction. Be sure to show the flow of electrons structure of any reactive intermediates and the transition state of the reaction. H. Br Nal acetone

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

Optically pure R 2-bromopentane reacted with Nal in acetone to
give optically pure S-2-lodopentane. The rate of this reaction was
found to depend on the concentrations of both 2-bromopentane
and Nal. Propose a mechanism for this reaction. Be sure to show
the flow of electrons structure of any reactive intermediates and
the transition state of the reaction.
H
Br
Nal
acetone

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