The reaction scheme below, proposed by students, will not work. Why not? HO -Br OH Mg HO -MgBr ether 1. cyclohexanone 2. mild H3O+ HO O The Grignard reagent will immediately react with the phenolic OH group, destroying the Grignard reagent before it can react with cyclohexanone. O The H30+ in the second step will destroy the erignard Reagent. O The H3O+ in the second step needs to be strong acid, because the Grignard reagent is a strong base. O Cyclohexanone is too sterically congested.

The reaction scheme below, proposed by students, will not work. Why not? HO -Br OH Mg HO -MgBr ether 1. cyclohexanone 2. mild H3O+ HO O The Grignard reagent will immediately react with the phenolic OH group, destroying the Grignard reagent before it can react with cyclohexanone. O The H30+ in the second step will destroy the erignard Reagent. O The H3O+ in the second step needs to be strong acid, because the Grignard reagent is a strong base. O Cyclohexanone is too sterically congested.

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

Amines

Amines are organic compounds with a nitrogen atom having a lone pair of electrons on it. They are derived from ammonia (NH3) wherein hydrogen atoms are substituted by an aryl or alkyl group.

Question

The reaction scheme below, proposed by students, will not work. Why not?
HO
-Br
OH
Mg
HO
-MgBr
ether
1. cyclohexanone
2. mild H3O+
HO
O The Grignard reagent will immediately react with the phenolic OH group, destroying the Grignard reagent before it can react with cyclohexanone.
O The H30+ in the second step will destroy the erignard Reagent.
O The H3O+ in the second step needs to be strong acid, because the Grignard reagent is a strong base.
O Cyclohexanone is too sterically congested.

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