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Ion radicals. XIII. Spectroscopic and cryoscopic characterization of ions and ion radicals from phenothiazine and N ‐methylphenothiazine in sulfuric acid solutions
Author(s) -
Shine H. J.,
Thompson D. R.,
Veneziani C.
Publication year - 1967
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570040410
Subject(s) - dication , chemistry , phenothiazine , sulfuric acid , protonation , radical , ion , radical ion , inorganic chemistry , aqueous solution , oxide , photochemistry , organic chemistry , medicine , pharmacology
The formation and interconversion of the N ‐methylphenothiazine cation radical and the N ‐methylphenothiazine dication from both N ‐methylphenothiazine and N ‐methylphenothiazine S ‐oxide in sulfuric acid solutions have been demonstrated with e.s.r. and absorption spectroscopy. Cryoscopic measurements have shown that in slightly aqueous sulfuric acid N ‐methylphenothiazine S ‐oxide is converted to the N ‐methylphenothiazine dication and, analogously, phenothiazine 5‐oxide is converted to the protonated phenazathionium ion (the phenothiazine dication).