OCHEM... Give a detailed reaction mechanism for the reaction expected to occur when 2-bromo-2-methylpentane is heated with methanol.  Draw clear structural formulas of all relevant species and use curved arrows to represent electron flow. Also, indicated which step is likely to be rate-determining.

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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.18P
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OCHEM...

Give a detailed reaction mechanism for the reaction expected to occur when 2-bromo-2-methylpentane is heated with methanol. 

Draw clear structural formulas of all relevant species and use curved arrows to represent electron flow.

Also, indicated which step is likely to be rate-determining.

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