4098-90-2Relevant articles and documents
Microwave-assisted esterification of P-acids
ábrányi-Balogh, Péter,Harsági, Nikoletta,Keglevich, Gy?rgy,Kiss, Nóra Zsuzsa
, (2021/10/25)
The possibilities for the preparation of dialky phenylphosphonates were evaluated. On the one hand, the oxidation of phenyl-H-phosphinates gave the corresponding phenylphosphonic acid monoesters. On the other hand, phenylphosphonates may be prepared by MW-assisted direct esterification of phenylphosphonic acid. The reaction with alcohols was performed under MW irradiation in the presence of an ionic liquid as the catalyst. The second ester function was established by alkylating esterification carried out with alkyl halides in the presence of triethylamine under MW conditions.
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.
PHOSPHORORGANISCHE VERBINDUNGEN. 115. WEGE ZUM ANALYTISCHEN NACHWEIS VON VERBINDUNGEN MIT DER P(O)F- UND P(O)SR-GRUPPE
Horner, Leopold,Hallenbach, Werner
, p. 301 - 312 (2007/10/02)
Acridine-9-hydroxamic acid 5 is suitable for the analytical detection of the model phosphorylfluorides 7 by fluorescence.The model compounds are rearranged according to Lossen and degradated to the fluorescent 9-aminoacridine 6 using defined reaction conditions.Thiophospho-S-esters (with diethylthiophosphinic acid-S-butylester 8 as a model compound) are cleaved to the corresponding phosphorylfluorides (a) and mercaptanes (b) by fluorolysis. (a) is identified qualitatively with acridine-9-hydroxamic acid 5, (b) by the Ellman-reaction.