Cellulose oxidation with dinitrogen tetraoxide

Carbon atoms of neutral polysaccharides may be converted into carboxyl groups by oxidation with dinitrogen tetraoxide, and the mechanism, at least for cellulose, possibly involves an intermonomeric contribution to the transition state by adjacent C-6 groups. Cellulose " " and ivory-nut mannan have been oxidized in this way, and, in both products, keto groups are formed at secondary carbon atoms in side reactions. Oxidation with dinitrogen tetraoxide has also been employed in the pro-... [Pg.346]

DOT CLASSIFICATION 5.1 Label Oxidizer SAFETY PROFILE Moderately toxic by intraperitoneal route. Severe skin and eye irritant. A powerful oxidizer which has caused many explosions in industry. Potentially explosive reactions with alkenes (above 220°C), ammonia, arjl hydrazine + ether, dimethyl sulfoxide + heat, ethylene oxide, fluorobutane + water, organic materials, phosphorus, trimethyl phosphate. Reacts to form explosive products with ethanol (forms ethyl perchlorate), cellulose + dinitrogen tetraoxide + oxygen (forms cellulose nitrate). Avoid contact with mineral acids, butyl fluorides, hydrocarbons. A drying agent. When heated to decomposition it emits toxic fumes of MgO and Cr. See also MAGNESIUM COMPOUNDS and PERCHLORATES. [Pg.1082]