Acetophenone, benzoylformaldehyde oxime, and benzoylnitromethane were oxidised with dilute nitric acid to dibenzoylfurazan 2-oxide, benzoic acid, and benzoylformic acid in aqueous organic solvents. The nitric acid oxidation of benzoylnitromethane in 78% aqueous nitromethane gave dibenzoylfurazan 2oxide in ca. 70% yield, suggesting nitrosation of benzoylnitromethane to give nitrobenzoylformaldehyde oxime (benzoylformonitrolic acid). Similarly, acetophenone is considered to be attacked by the nitrosonium ion to give benzoylformaldehyde oxime, instead of benzoylnitromethane by nitration with nitrogen dioxide. Benzoylformic acid and benzoic acid are derived from the nitrolic acid and its oxidation product.
Dichlorocarbene Adducts of Mixed 1,3-Pentadienes.7 The mixture of adducts was prepared (43%) in the usual way7•11 and separated by preparative glpc. There was obtained 14 (14%), 15 (6%), and 16 (20%) as well as 3 % of what is presumed to be a bis adduct.1 The nmr spectrum of 14 exhibits signals at r 4.07-5.06 (multiplet, vinyl, 3 H) and 8.03-8.90 (multiplet containing a sharp peak at r 8.64, 5 H).
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