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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.49P: (R)-Pulegone, readily available from pennyroyal oil, is an important enantiopure building block for...
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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
Transcribed Image Text: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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