N Ph :0: Ph 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 ➤XT CH3 Submit Answer 1. 2 eq. CH3MgBr 2. H3O+ H3C-MgBr H3C CH3 X Try Another Version Ph 1 item attempt remaining OH Ph O: MgBr -CH3 CH3
N Ph :0: Ph 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 ➤XT CH3 Submit Answer 1. 2 eq. CH3MgBr 2. H3O+ H3C-MgBr H3C CH3 X Try Another Version Ph 1 item attempt remaining OH 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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Transcribed Image Text:Arrow-pushing Instructions
^^C↔X™
Ph
Ph
CI
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.
:O:
CH3
1. 2 eq. CH3MgBr
2. H3O+
Submit Answer
H3C-MgBr
H3C CH3
X
Try Another Version
Ph
1 item attempt remaining
OH
Ph
+
:: MgBr
-CH3
CH3
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