NOC↔XT Ph CI Ph `ОН Acid chlorides react with Grignard reagents to yield tertiary alcohols, two equivalents of Grignard reagent are required. The first equivalent reacts in a typical nucleophilic acyl substitution reaction to give a ketone. This ketone, however, is itself reactive in the Grignard reaction. Thus, the second equivalent adds to the ketone carbonyl carbon. Subsequent protonation yields the tertiary alcohol. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Ph :0: 1. 2 eq. CH₂MgBr 2. H3O+ CH3 H3C CH3 H3C-MgBr Ph + O: MgBr CH3 CH3

NOC↔XT Ph CI Ph `ОН Acid chlorides react with Grignard reagents to yield tertiary alcohols, two equivalents of Grignard reagent are required. The first equivalent reacts in a typical nucleophilic acyl substitution reaction to give a ketone. This ketone, however, is itself reactive in the Grignard reaction. Thus, the second equivalent adds to the ketone carbonyl carbon. Subsequent protonation yields the tertiary alcohol. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Ph :0: 1. 2 eq. CH₂MgBr 2. H3O+ CH3 H3C CH3 H3C-MgBr Ph + O: MgBr CH3 CH3

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Concept explainers

Diol

In chemistry there are so many chemical compounds that have a hydroxyl group but a chemical compound having two hydroxyl groups (-OH) is termed as a diol. It also implies the presence of two alcohols whereas polyols contain two or more than two hydroxyl groups (-OH). Glycol or 1,2-diol is an aliphatic diol that has two alcohol groups on adjacent carbon atoms. In industries, the most commonly used diol is ethylene glycol.

Question

NAC↔X™
Ph
Ph
OH
Acid chlorides react with Grignard reagents to yield tertiary alcohols, two equivalents of
Grignard reagent are required. The first equivalent reacts in a typical nucleophilic acyl
substitution reaction to give a ketone. This ketone, however, is itself reactive in the Grignard
reaction. Thus, the second equivalent adds to the ketone carbonyl carbon. Subsequent
protonation yields the tertiary alcohol.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
Ph
:0:
1. 2 eq. CH3MgBr
2. H3O+
CH3
H3C CH3
H3C-MgBr
Ph
O: MgBr
-CH3
CH3

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