THE MECHANISM OF NITRATION OF 2,4,6-TRIALKYLPHENOLS BY NITROGEN-DIOXIDE IN SOLUTION

Citation
Rg. Coombes et al., THE MECHANISM OF NITRATION OF 2,4,6-TRIALKYLPHENOLS BY NITROGEN-DIOXIDE IN SOLUTION, Tetrahedron letters, 34(52), 1993, pp. 8557-8560
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
34
Issue
52
Year of publication
1993
Pages
8557 - 8560
Database
ISI
SICI code
0040-4039(1993)34:52<8557:TMONO2>2.0.ZU;2-N
Abstract
The apparent rate of reaction of 2,4,6-trialkylphenols with nitrogen d ioxide in solution is that of a 6-nitrocyclohexa-2,4-dien-1-one to 4-n itrocyclohexa-2,5-dien-1-one isomerisation unless the 2- and 6-alkyl g roups are sufficiently bulky when the rare limiting stage may involve reaction between the appropriate phenoxy radical and NO2.