Abstract
The electrochemical behavior of 6-methoxy-1-phenazinol-5,10-dioxide is a complex function of pH. In acidic or basic media, two waves having a current ratio of ca. 2:1 were observed while at intermediate pH values, 3.0<pH<9.0, three distinct reduction waves having a current ratio of 1:1:1 occurred. Controlled potential electrolysis experiments at intermediate pH values in conjunction with ultraviolet-visible spectrophotometry and thin-layer chromatography indicated that the product of the first reduction process was 6-methoxy-1-phenazinol-10-oxide which is stabilized by intramolecular hydrogen bonding. The product of the second reduction process was 6-methoxy-1-phenazinol.
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