Give a curved-arrow mechanism for the reaction in Eq. 22.34. Your mechanism should show why two equivalents

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Give a curved-arrow mechanism for the reaction in Eq. 22.34. Your mechanism should show why two equivalents of NaOH must be used. -OH+CI-CH-COH chloroacetic acid 2,4-dichlorophenol (ionized by NaOH) 1) NaOH (2 equiv.) 2) H3O+ Cl OCH2COH +

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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Question Posted: Dec 07, 2023 07:08 AM

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Give a curved-arrow mechanism for the reaction in Eq. 22.34. Your mechanism should show why two equivalents

Question:

-OH+CI-CH₂-CO₂H chloroacetic acid 2,4-dichlorophenol (ionized by NaOH) 1) NaOH (2 equiv.) 2) H3O+ Cl O–CH2–COH + 2,4-dichlorophenoxyacetic acid (2,4-D, a selective herbicide; 87% yield) CI- (22.34)

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One equivalent of NaOH is consumed by its reaction with the carb...View the full answer

Organic Chemistry

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