The reaction of a Grignard reagent with a carboxylic acid does not give a secondary alcohol because Grignard reagents only react with aldehydes, ketones, esters, and epoxides. O The carboxylic acid is too sterically hindered to react. The carboxylic acid is not electrophilic enough to react. The Grignard reagent is a base, so an acid-base reaction occurs.

The reaction of a Grignard reagent with a carboxylic acid does not give a secondary alcohol because Grignard reagents only react with aldehydes, ketones, esters, and epoxides. O The carboxylic acid is too sterically hindered to react. The carboxylic acid is not electrophilic enough to react. The Grignard reagent is a base, so an acid-base reaction occurs.

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

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.57P

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Concept explainers

Aldehydes and Ketones

Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

Question

The reaction of a Grignard reagent with a carboxylic acid does not give a
secondary alcohol because
Grignard reagents only react with aldehydes, ketones, esters, and epoxides.
O The carboxylic acid is too sterically hindered to react.
The carboxylic acid is not electrophilic enough to react.
The Grignard reagent is a base, so an acid-base reaction occurs.

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