Early chemists could envision several possible mechanisms for hydroxide-ion-promoted ester hydrolysis: 1. a nucleophilic acyl substitution reaction

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Early chemists could envision several possible mechanisms for hydroxide-ion-promoted ester hydrolysis:

1. a nucleophilic acyl substitution reaction

:ö: + HÖ: R-C-0-R' + R'OH R 0-R' R ОН


2. An SN2 reaction


3. An SN1 reaction


Devise an experiment that would distinguish among these three reactions.

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Organic Chemistry

ISBN: 978-0131407480

4th edition

Authors: Paula Yurkanis Bruice

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