N-15-CIDNP DURING PHOTONITRATION OF PHENOL WITH TETRANITROMETHANE ANDREACTIONS WITH NITRIC AND NITROUS-ACID

Authors
LEHNIG M SCHURMANN K
Citation
M. Lehnig et K. Schurmann, N-15-CIDNP DURING PHOTONITRATION OF PHENOL WITH TETRANITROMETHANE ANDREACTIONS WITH NITRIC AND NITROUS-ACID, EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (5), 1998, pp. 913-918
Citations number
45
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY → ACNP
ISSN journal
1434193X
Issue
5
Year of publication
1998
Pages
913 - 918
Database
ISI
SICI code
1434-193X(1998):5<913:NDPOPW>2.0.ZU;2-T
Abstract
During the irradiation of phenol (1) with N-15-enriched tetranitrometh ane in acetonitrile, and during the reaction of 1 with N-15-enriched n itric acid and nitrous acid, emission due to the nitration products o- and p-nitrophenol (2a, 2b) is observed in the N-15-NMR spectra. The C IDNP effects are built up by radical pairs formed by the encounters of the radicals NO2. and 1(+.) or PhO.. During the reaction of 1 with ni trous acid, 2b is formed, in part due to a non-radical reaction, via o xidation of p-nitrosophenol (3).