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Nitration and hydroxylation of substituted phenols by peroxynitrite. Kinetic feature and an alternative mechanistic view

✍ Scribed by Nobuaki Nonoyama; Kazuhiko Chiba; Kaori Hisatome; Hitomi Suzuki; Futoshi Shintani


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
257 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


The reaction of peroxynitrite (ONOO-) with a series ofpara-substituted phenols has been examined in aqueous phosphate buffer and acetonitrile solutions. Major products were the corresponding 2-nitro derivative and the 4-substituted catechol. Kinetic study showed good correlation with Hammett (rp ÷ parameters and reduction potentials, suggesting the possible one-electron transfer process involving the nitrosoniun ion (NO +) as initial electrophile generated from peroxynitrous acid.