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HERO ID
8401513
Reference Type
Journal Article
Title
The Mechanism of Aromatic Bromination
Author(s)
Price, CC; Arntzen, CE
Year
1938
Is Peer Reviewed?
Yes
Journal
Journal of the American Chemical Society
ISSN:
0002-7863
EISSN:
1520-5126
Volume
60
Issue
12
Page Numbers
2835-2837
Language
English
DOI
10.1021/ja01279a001
URL
https://www.scopus.com/inward/record.uri?eid=2-s2.0-33947440649&doi=10.1021%2fja01279a001&partnerID=40&md5=b97a1d5c87b9cce0a2acf9bb759a565e
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Abstract
The kinetics of the iodine-catalyzed bromination of phenanthrene have been determined as identical with those of benzene. This is offered as proof of the identity of mechanism for the bromination of aromatic compounds in general with that previously proposed for phenanthrene. This mechanism involves addition of a positive bromine ion to the unsaturation of the aromatic nucleus followed by catalytic elimination of a hydrogen ion to yield the substitution product. It has been found that the equilibrium for the bromine-iodine reaction in carbon tetrachloride solution agrees with the determinations of Bodenstein and Schmidt for the gas phase reaction at considerably higher temperatures. © 1938, American Chemical Society. All rights reserved.
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