HYDROLYSIS AND OXIDATION PRODUCTS OF THE CHEMICAL WARFARE AGENTS 1,2-BIS[(2-CHLOROETHYL) THIO] ETHANE Q AND 2,2'-BIS (2-CHLOROETHYLTHIO) DIETHYL ETHER T.

Autor: Timperley, Christopher M., Black, Robin M., Bird, Michael, Holden, Ian, Mundy, Joanna L., Read, Robert W.
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Zdroj: Phosphorus, Sulfur & Silicon & the Related Elements; Sep2003, Vol. 178 Issue 9, p2027-2046, 20p
Abstrakt: Syntheses of diols of structure [HOCH[sub2]CH[sub2]S][sub 2](CH[sub2])n in 86-95% yield from the sodium salt of 2-mercaptoethanol and Br(CH[sub2])[subn]Br (n = 1 to 5) or in 60-90% yield from 2-chloroethanol and NaS(CH[sub2])[subn]SNa (n = 2 to 5) are described. The diol [HOCH[sub2]CH[sub2]SCH[sub2]CH[sub2]][sub2]O was prepared in 82% yield from the sodium salt of 2-mercaptoethanol and [ClCH[sub2]CH[sub2]][sub2]O, and in 88% yield from 2-chloroethanol and [HSCH[sub2]CH[sub2]][sub2]O. Mono- and bis-sulfoxides and bis-sulfones of these species were prepared in generally high yield by treatment with an equivalent of KIO[sub4] in aqueous methanol, two equivalents of NaIO[sub4] in aqueous methanol, or four equivalents of H[sub2]O[sub2] in trifluoroacetic acid respectively. The compounds are important analytical standards for investigating the fate of the chemical warfare agents sesquimustard Q and oxygen mustard T in environmental samples. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index