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Early research on the mechanism of ester hydrolysis in aqueous base considered the

Organic Chemistry | 3rd Edition | ISBN: 9780077354725 | Authors: Janice Gorzynski Smith ISBN: 9780077354725 309

Solution for problem 22.61 Chapter 22

Organic Chemistry | 3rd Edition

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Organic Chemistry | 3rd Edition | ISBN: 9780077354725 | Authors: Janice Gorzynski Smith

Organic Chemistry | 3rd Edition

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Problem 22.61

Early research on the mechanism of ester hydrolysis in aqueous base considered the following one-step SN2 mechanism as a possibility. C R O R' R'OH O C OR O H2O SN2 + + C 3 OCH CH2CH3 O H CH3 C X OH Using the chiral ester X as a starting material, draw the carboxylate anion and alcohol formed (including stereochemistry) from hydrolysis of X via the accepted mechanism (having a tetrahedral intermediate) and the one-step SN2 alternative. Given that only one alcohol, (2R)-2-butanol, is formed in this reaction, what does this indicate about the mechanism?

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Chemistry of Solutions Lecture 12 Thursday, October 4, 2016 Topics Covered: acid-base properties of salts, effect of structure on acidity, oxyacids, hydrated metal ions, electronegativity, acid-base properties of oxides, dissolution of oxides in water, A salt’s cation and anion both influence a solution’s pH. 1) Write an equation for...

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Chapter 22, Problem 22.61 is Solved
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Textbook: Organic Chemistry
Edition: 3
Author: Janice Gorzynski Smith
ISBN: 9780077354725

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