Organoarsenic compounds reactions

Many organoarsenic compounds are prepared by reactions of AsC13 with alkyl group transfer agents such as Grignard reagents, lithium alkyls, or aluminum alkyls. Typical reactions include... 

Andreas, M.O. 1986. Organoarsenic compounds in the environment. Pages 198-228 in P.J. Craig (ed.). Organometallic Compounds in the Environment. Principles and Reactions. John Wiley, New York. 

The reactions that follow illustrate the production of organoarsenic compounds by bacteria. In a reducing environment, arsenic(V) is reduced to arsenic(IH) ... 

Relatively few organoarsenic compounds that contain an As-B bond are known. > > In most cases, these are synthesized by the straightforward reaction of the primary, secondary, and tertiary arsine with diborane or BH3 THF (equation 29). As-B bonding also results when the BH3 moiety reacts with Sn-As and As-P-As bonded compounds (equations 30 and 31). ... 

The pyrolysis of organoarsenic compounds containing the arsenyl moiety has some limited preparative applications [arsenyl (As=0) by analogy with phosphoryl (P=0)]. The compounds are based on the arsonic acid RAs(0)(0H)2, the arsinic acid R2As(0)0H and the arsine oxide R3As=0 structures. The acids are in interesting contrast with the phosphorus series. The phosphonic and phosphinic esters are prepared from the phosphorus(III) precursors via the Arbuzov synthesis. This synthetic route fails with the arsenic analogues, and further, if an alkyl halide or a salt is added in the pyrolysis of arsonic or arsinic acid esters a retro-Arbuzov reaction takes place . ... 

Andreae, M.O, (1986). Organoarsenic compounds in the environment, in Craig, P.J. (ed) Organometallic compounds in the environmment, principles and reactions, p. 188-228, Longman. Harlow, UK. 

The use of derivatization methods for the analysis of organoarsenic compounds is suitable to generate GC-capable products, but changes significantly the composition of the sample. After derivatization it is often not possible to differentiate between compounds giving the same derivatization products. Furthermore it is necessary to pay attention on the influence of the matrix which interact the extraction and derivatization yield crucially. The further development in analysis of hydrophilic and non volatile organoarsenic compounds should thus include methods without any derivatization reactions like the direct measurement of water extracts using HPLC in combination with different detection principles. 

ESR spectroscopy has been applied only in a very few instances to organoarsenic compounds. The diarsine (XXIII) has been shown to be diamagnetic 480) and a preliminary investigation 481) of the reaction of... 

Reactions of organoarsenic compounds are summarized in Fig. 4.10. Alkyl-arsonic and dialkylarsinic acids can be prepared by the Meyer reaction. An alkyl halide or sulphate is treated with an alkali metal arsenite in aqueous solution. 

Fig. 4.10 Reactions of organoarsenic compounds. From Principles of Organometallic Chemistry 1968 1st Edn, Chapman and Hall, London. Reproduced by kind permission of Professor K. Wade who devised this scheme.

There is only one study that suggests the possible metabolic and detoxification fate of DM (Hass et al., 2004). As an organoarsenical compound, it would seem likely that its toxicity may be linked to tiie metabolism of arsenic. Through the oxidation of As (III) by manganese peroxide, DM is broken down into As (V). This reaction releases chloride with the subsequent incorporation of two oxygen molecules into the parent compound (Haas... 

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