7040-52-0Relevant articles and documents
Synthesis of alkyl methylphosphonic acid esters
Mong,Harvey,Campbell
, p. 1885 - 1891 (2005)
A synthesis and isolation scheme is described for producing mono alkyl esters of methylphosphonic acid based upon stoichiometric addition of alcohol to methylphosphonic dichloride. Solvent extraction is applied to the reaction mixture to separate the mono
Synthesis of alkyl- and arylphosphonic acid monoesters by direct esterification of dibasic phosphonic acids in the presence of an arsonic acid catalyst
Crenshaw, Michael D.
, p. 1509 - 1516 (2007/10/03)
Partial hydrolysis of a diester, hydrolysis of the monochloro monoester, or alcoholysis of a phosphonic acid anhydride generally is used to prepare monoesters of alkyl- and arylphosphonic acids. Limited cases have been reported for the esterification of a dibasic phosphonic acid to yield the monoester, and none of these methods are as simple as the analogous method for preparing carboxylic acid esters, in which the carboxylic acid is esterified with an alcohol in the presence of an acid catalyst. Described is a method for preparing monoesters of alkyl- and arylphosphonic acids by direct esterification with an alcohol in the presence of a catalytic amount of phenylarsonic acid. The water formed during the reaction is removed azeotropically. For example, methylphosphonic acid was esterified in good yield to give its isopropyl, butyl, cyclohexyl, bornyl, and octadecyl monoesters. Similarly prepared are the ethyl, butyl, hexyl, and 2-(ethylthio)ethyl monoesters of phenylphosphonic acid, as well as 2-isopropoxyethyl hydrogen ethylphosphonate and 2-methoxyethyl hydrogen benzylphosphonate.
Inhibition of plasma cholinesterase by O-alkylfluorophosphonates
Cabal, Jiri,Kassa, Jiri,Patocka, Jiri
, p. 521 - 526 (2007/10/03)
Inhibition of plasma cholinesterase by three methylfluorophosphonates (MFF), sarin, soman and cyclosin, and by the products of their hydrolysis and alcoholysis was examined. Inhibition by phosphonic acids and by methyl esters derived from MFF was purely competitive while that by MFF was irreversible. The rate of phosphorylation of cholinesterase by MFF differs, depending on the structure of the alkoxy group in the MFF and decreases in the sequence soman-sarin-cyclosin. The affinity values of MFF, phosphonic acids and methyl esters of phosphonic acid for cholinesterase are comparable. The in vitro kinetic parameters suggest that plasma cholinesterase might act as a natural detoxicating agent in cases of poisoning with the above inhibitors of acetylcholinesterase.