PROBLEM 23.26 Draw the mechanism for the formation of phenol from bromobenzene and sodium hydroxide shown in the first reaction. Suppose, instead, that the deuterium-labeled bromobenzene shown in the second reaction were used. What percentage of the product would you expect to contain the deuterium atom? Explain. Br 1. NaOH, A 2. H₂O, HCI 1 8 1. NaOH, A 2. H₂O, HCI ?

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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.24P: The following equation shows the reaction of trans-2,3-diphenyloxirane with hydrogen chloride in...
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PROBLEM 23.26 Draw the mechanism
for the formation of phenol from
bromobenzene and sodium hydroxide
shown in the first reaction. Suppose,
instead, that the deuterium-labeled
bromobenzene shown in the second
reaction were used. What percentage
of the product would you expect to
contain the deuterium atom? Explain.
Br
d
1. NaOH, A
2. H₂O, HCI
OH
6
Br
D
1. NaOH, A
2. H₂O, HCI
Transcribed Image Text:PROBLEM 23.26 Draw the mechanism for the formation of phenol from bromobenzene and sodium hydroxide shown in the first reaction. Suppose, instead, that the deuterium-labeled bromobenzene shown in the second reaction were used. What percentage of the product would you expect to contain the deuterium atom? Explain. Br d 1. NaOH, A 2. H₂O, HCI OH 6 Br D 1. NaOH, A 2. H₂O, HCI
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