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Atypical Regioselectivity in the Electrochemical Reduction-Nucleophilic Substitution of 2-Nitroanisole

✍ Scribed by Wendong Wang; Guo-Zhang Wu; Peter G. Goekjian

Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
214 KB
Volume
2000
Category
Article
ISSN
1434-193X

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✦ Synopsis

The electrochemical reduction-Bamberger substitution of 2nitroanisole in 1 M H 2 SO 4 yields predominantly 2,5-dimethoxyaniline, not the expected 2,4-isomer. The selectivity was found to be acid-and solvent-dependent, with lower acidity and less polar solvents favoring the formation of 2,4-

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