107-66-4Relevant academic research and scientific papers
Chlorine free synthesis of organophosphorus compounds based on the functionalization of white phosphorus (P4)
Abdreimova, Rumiya R.,Akbayeva, Dina N.,Polimbetova, Gulshara S.,Caminade, Anne-Marie,Majoral, Jean-Pierre
, p. 239 - 254 (2000)
Oxidative alkoxylations of P4 in toluene-alcohol solutions are studied. These reactions need oxygen, a catalyst (PdCl2, RuOHCl3, RuCl3) and a co-oxidant (CuCl2, NaNO2, FeCl3, 1,4-benzoquinone, NaBrO3). Trialkylphosphates (RO)3P(O) and dialkylphosphites (RO)2P(O)H are the major products of the reaction. Kinetic experiments concerning the rate of absorption of O2 during these reactions are also reported.
α-Radiolysis of the tributyl phosphate–hydrocarbon diluent–nitric acid system
Zilberman, B. Ya.,Chistyakov
, p. 188 - 202 (2016)
α-Radiolysis of tributyl phosphate in Sintin n-paraffin diluent in equilibrium with HNO3 solutions at single “internal” irradiation from the extracted 238Pu was studied. The radiation-chemical yields (molecules/100 eV) of butyl hydrogen phosphates (BHP), carboxylic acids, carbonyl compounds, and nitro compounds upon irradiation of 20% TBP in the treated Sintin in equilibrium with 3 M HNO3 were 0.4 (at dibutyl hydrogen phosphate to monobutyl dihydrogen phosphate ratio HDBP: H2MBP = 4.3), 1.4, 0.2–0.3, and 0.2–0.3, respectively. The degradation and oxidation processes occur more deeply than under γ-irradiation. A simple volumetric method for determining carboxylic acids in the extract was developed. In the course of irradiation, the Pu(IV) oxidation state in the extract does not change, and its retention is due to the interaction with BHP at the ratio BHP: Pu = 2 in stripping with 0.02 M HNO3 and BHP: Pu = 4 in stripping with Fe(II). The retention can be eliminated by the displacing action of Np(IV).
Convenient preparation of long-chain dialkyl phosphates: Synthesis of dialkyl phosphates
Aitken, R. Alan,Collett, Chris J.,Mesher, Shaun T. E.
, p. 2515 - 2518 (2012)
Reaction of phosphorus oxychloride with a primary alcohol (1.8 equiv) and triethylamine (1.8 equiv) in toluene, followed by filtration and treatment with steam, gives dialkyl phosphates in good yield and essentially free from trialkyl phosphate contamination. Georg Thieme Verlag Stuttgart · New York.
Oxidative cleavage of o-hydroxyphenyl phosphate by iodobenzene diacetate
Wu, Pei-Lin,Chen, Jhy-Hong,Huang, Ded-Shih
, p. 967 - 970 (1999)
The protecting o-hydroxyphenyl group in the synthesis of mono- or dialkyl phosphates (6 or 8) could be removed by oxidative cleavage of mono- or dialkyl o-hydroxyphenyl phosphates (3 or 7) using iodobenzene diacetate.
METHOD FOR PRODUCING PHOSPHOESTER COMPOUND
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Paragraph 0023; 0026-0028, (2021/09/27)
PROBLEM TO BE SOLVED: To provide a method whereby, a phosphate compound selected from the group consisting of orthophosphoric acid, phosphonic acid, phosphinic acid, and anhydrides of them is used as raw material and, by one stage reaction, a corresponding phosphoester compound is produced. SOLUTION: To an aqueous solution of a phosphate compound, added is an organic silane or siloxane compound having an alkoxy group or an aryloxy group, and the mixture is subjected to a heating reaction, thereby producing a corresponding phosphoester compound without requiring a catalyst. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT
Phosphorylated Glycoconjugates Based on Isosteviol, d-Arabinofuranose, and d-Ribofuranose
Sharipova,Belenok,Strobykina, I. Yu.,Kataev
, p. 508 - 513 (2019/06/05)
First phosphorylated glycoconjugates were synthesized in three stages on the basis of isosteviol, d-arabinofuranose, and d-ribofuranose. In the first stage, isosteviol reacted with methyl 5-O-(p-tosyl)-2,3-di-O-benzoyl-d-ribofuranoside and methyl 5-O-(p-tosyl)-2,3-di-O-benzoyl-d-arabinofuranoside to give glycoconjugates in which the diterpenoid fragment is linked through ester bond to the carbohydrate C5 atom. In the second stage, the anomeric methoxy group in the furanoside fragment was replaced by bromine, and the resulting 2,3-di-O-benzoyl-d-ribofuranosyl and 2,3-di-O-benzoyl-d-arabinofuranosyl bromides were treated with dibutyl phosphate to afford the target phosphorylated derivatives.
Novel photolabile protecting group for phosphate compounds
Zhang, Youlai,Tanimoto, Hiroki,Nishiyama, Yasuhiro,Morimoto, Tsumoru,Kakiuchi, Kiyomi
scheme or table, p. 367 - 370 (2012/03/11)
A novel photolabile protecting group, thiochromone S,S-dioxide, containing the diazomethyl group for protection of phosphate derivatives is described. Deprotection of the successfully protected phosphate derivatives proceeded smoothly under photoirradiation using an ultrahigh-pressure mercury lamp to recover the corresponding phosphates quantitatively, and the photoproduct derived from the thiochromone derivative showed high fluorescence intensity. Georg Thieme Verlag Stuttgart · New York.
Reactivity of an electrophilic hypervalent iodine trifluoromethylation reagent with hydrogen phosphates - A mechanistic study
Santschi, Nico,Geissbühler, Patrik,Togni, Antonio
, p. 83 - 86 (2012/03/27)
The electrophilic trifluoromethylation of hydrogen phosphates with the reagent trifluoromethyl-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole (1) was studied by means of initial rates determined for pseudo first order setups and subsequent Taft analysis of the calculated relative rates. A positive polar sensitivity factor, indicative of a negative charge forming during the rate-determining step, was found for the whole data set.
Selective P-P and P-O-P bond formations through copper-catalyzed aerobic oxidative dehydrogenative couplings of H-phosphonates
Zhou, Yongbo,Yin, Shuangfeng,Gao, Yuxing,Zhao, Yufen,Goto, Midori,Han, Li-Biao
body text, p. 6852 - 6855 (2010/12/19)
(Chemical Equation Presented) Different copper complexes selectively catalyze the aerobic oxidative coupling of H-phosphonates to afford either hypophosphates and pyrophosphates in high yields with high selectivity (see scheme; tmeda = N, N, N', N'-tetramethylethylenediamine).
Determination of phosphoric acid mono- and diesters in municipal wastewater by solid-phase extraction and ion-pair liquid chromatography-tandem mass spectrometry
Quintana, Jose Benito,Rodil, Rosario,Reemtsma, Thorsten
, p. 1644 - 1650 (2008/02/05)
The first analytical method for the determination of 13 phosphoric acid mono- and diesters from aqueous samples is presented. The method consists of solid-phase extraction (SPE) and ion-pair liquid chromatographic separation with tri-n-butylamine coupled to electrospray ionization tandem mass spectrometry in the negative ion mode. Due to a lack of pure standards, only 3 of the 13 esters could be quantified. SPE recoveries ranged from 71 to 112% for di-n-butyl phosphate, diphenyl phosphate, and di-(2-ethylhexyl) phosphate (DEHP) with limits of quantification from 7 to 14 ng/L for 100-mL samples. At analyte concentrations ≥1 μg/L, aqueous samples can be analyzed by direct injection without extraction. In municipal wastewater, six diesters and one monoester were unambiguously identified by comparison with synthesized reference material. DEHP showed highest concentrations of 60 and 5 μg/L in raw and treated wastewater, respectively. The detection of monoethylhexyl phosphate was confirmed by LC-Q-TOF-MS analysis, and it was found at a concentration level comparable to DEHP. Laboratory degradation tests show that phosphoric acid diesters can be formed as intermediates in the microbial degradation of trialkyl phosphates that are being used as flame retardants and plasticizers.
