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Polynitro aromatic compounds in analytical chemistry I: Reaction with ouabain and digitoxin

✍ Scribed by L. B. Burns; R. J. Stedman; M. M. Tuckerman

Publisher: John Wiley and Sons
Year: 1977
Tongue: English
Weight: 233 KB
Volume: 66
Category: Article
ISSN: 0022-3549
DOI: 10.1002/jps.2600660544

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✦ Synopsis

By the use of NMR spectroscopy, the highly colored reaction products formed by ouabain or digitoxin in with 1,3,5-trinitrobenzene or 2,4,6-trinitroanisole in the presence of alkali (as used for the determination of these glycosides) are shown to be Meisenheimer complexes. The complexes are produced by attachment of a carbon of the butenolide ring to an aromatic carbon of the nitro compound with formation of a charge-delocalized cyclohexadienate anion.

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