Arsenic trichloride, reaction with diazonium

The Nesmeyanov reaction can also be used for arylarsine syntheses. Usually double salts of diazonium chlorides with zinc chloride are treated with arsenic trichloride and zinc dust in acetone (Hanby and Waters, 1946). Nesmeyanov s school used mainly double salts with ferric chloride and iron powder (Nesmeyanov and Makarova, 1950 Reutov and BundeP, 1955). 

Other methods for preparing tertiary arsines have been employed, but they have limited usefulness. These methods include the cleavage of quaternary arsonium compounds (68), the cyclodehydrohalogenation of haloarsines (69), the reaction of diazonium salts with arsenic trichloride in the presence of a metal such as zinc or iron (70), and the disproportionation of halo- or dihaloarsines (71). 

ESTANO (Spanish) (7440-31-5) Finely divided material is combustible and forms explosive mixture with air. Contact with moisture in air forms tin dioxide. Violent reaction with strong acids, strong oxidizers, ammonium perchlorate, ammonium nitrate, bis-o-azido benzoyl peroxide, bromates, bromine, bromine pentafluoride, bromine trifluoride, bromine azide, cadmium, carbon tetrachloride, chlorine, chlorine monofluoride, chlorine nitrate, chlorine pentafluoride, chlorites, copper(II) nitrate, fluorine, hydriodic acid, dimethylarsinic acid, ni-trosyl fluoride, oxygen difluoride, perchlorates, perchloroethylene, potassium dioxide, phosphorus pentoxide, sulfur, sulfur dichloride. Reacts with alkalis, forming flammable hydrogen gas. Incompatible with arsenic compounds, azochloramide, benzene diazonium-4-sulfonate, benzyl chloride, chloric acid, cobalt chloride, copper oxide, 3,3 -dichloro-4,4 -diamin-odiphenylmethane, hexafluorobenzene, hydrazinium nitrate, glicidol, iodine heptafluoride, iodine monochloride, iodine pentafluoride, lead monoxide, mercuric oxide, nitryl fluoride, peroxyformic acid, phosphorus, phosphorus trichloride, tellurium, turpentine, sodium acetylide, sodium peroxide, titanium dioxide. Contact with acetaldehyde may cause polymerization. May form explosive compounds with hexachloroethane, pentachloroethane, picric acid, potassium iodate, potassium peroxide, 2,4,6-trinitrobenzene-1,3,5-triol. 

The second reaction goes best with a cuprous oxide catalyst. This method, which probably involves diazonium intermediates, can be used to prepare substituted aromatic arsenicals such as (4-ClC6H4)2AsCl. It has also been found that air oxidation of a mixture of arsenic trichloride and an aryl-hydrazine in the presence of cupric chloride results in the formation of aryl arsenicals 156). 

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