Oxammonium

Folesky Von H, Nickel H, Rothe A, Zschunke E Allergisches Ekzem durch Salze des Hydroxylamins (Oxammonium). Z Gesamte Hyg Grenzgeb 17 353-356, 1971... 

Formula (H2NOH)2 H2SO4 MW 164.14 Synonym oxammonium sulfate... 

Oxalic Acid, Diammonium Salt Oxalic Acid Dinitrile Oxalic Acid, Ferrous Salt Oxalonitrile Oxammonium Sulfate 3-Oxa-1,5-Pentanediol 2-Oxetanone Oxides of Nitrogen Oxirane... 

Oxammonium salts 1 have been used extensively either in stoichiometric or in catalytic amounts12 for the oxidation of primary and secondary alcohols to the corresponding carbonyl derivatives. 

Oxammonium salt 1, the effective oxidant species, is continuously generated from nitroxyl radical 2 by hypochlorous acid in the organic phase. Radical 2 is one of... 

Figure 031. Apparatus for the preparation of hydrogen sulfide gas Hydroxylamine hydrochloride. Oxammonium hydrochloride...

Preparation of Tetramethylpiperidine-l-oxammonium Salts and Their Use as Oxidants Merbouh, N. Bobbitt, J.M. BrUckner, C. Org. Prep. Proceed. Int. 2004,36,1. 

OXAMMONIUM (7803-49-8) A powerful reducing agent. Aqueous solution is a base. Contact with water or steam causes decomposition to ammonium hydroxide, nitrogen, and hydrogen. Contaminants and/or elevated temperatures above 158°F/70°C and 265°F/129°C can cause explosive decomposition. Moisture in air or carbon dioxide may cause decomposition. Violent reaction with oxidizers, strong acids, copper(II) sulfate, chromium trioxide, potassium dichromate, phosphorus chlorides, metals calcium, sodium, zinc. Incompatible with carbonyls, pyridine. Forms heat-sensitive explosive mixtures with calcium, zinc powder, and possibly other finely divided metals. Aqueous solution incompatible with organic anhydrides, acrylates, alcohols, aldehydes, alkylene oxides, substituted allyls, carbonyls, cellulose nitrate, cresols, caprolactam solution, epichlorohydrin, ethylene dichloride, glycols, isocyanates, ketones, nitrates, phenols, pyridine, vinyl acetate. Attacks aluminum, copper, tin, and zinc. 

OXAMMONIUM SULFATE (10039-54-0) A strong oxidizer. Heat or friction may cause explosive decomposition. Violent, possibly explosive, reaction occurs with caustics, reducing agents, or combustible materials. Reacts with alkaline materials, forming unstable hydroxy-lamine may cause explosive decomposition. Incompatible with sulfuric acid, caustics, aluminum, ammonia, alkylene oxides, aliphatic amines, alkanolamines, amides, isocyanates, magnesium, organic anhydrides, vinyl acetate, epichlorohydrin. 

Oxammonium salts such as 81 are new and powerful oxidizing agents for the selective oxidation of alcohols to aldehydes or ketones. 28 Such salts can be generated catalytically from small amounts of a nitro-xide in the presence of a secondary oxidation procedure, either chemical or electrochemical,. 29 or with two equivalents of acid and 2 equivalents of a nitroxide. When 81 was mixed with acetylenic alcohol 82 in dichloromethane, aldehyde 83 was isolated in 93% yield. The reaction can be monitored as the initial yellow slurry changes to a white slurry and the presence of unreacted oxidant can be checked with starch. 3l It is not necessary to use anhydrous conditions, and it was discovered that the rate of reaction was enhanced by the presence of silica gel. This reagent is compatible for the mild oxidation of many alcohols, including aliphatic primary and secondary as well as allylic and benzylic alcohols. 

---