123-22-8Relevant academic research and scientific papers
Synthesis and Selected Reactions of 2(3)-Furoyl Phosphonates Functionalyzed at the Neighbor Position of the Furan Ring
Pevzner,Sokolova
, p. 1604 - 1619 (2019)
Reactions of 2-and 3-furoyl chlorides having chloromethyl or butylthiomethyl group in the adjacent position of the furan ring as well as of analogous N-morpholinomethylfuroyl chloride hydrochlorides with triethyl phosphite have been studied. The synthesized chloromethylfuroyl phosphonates have given the corresponding products of nucleophilic substitution in the reactions with sodium azide and potassium thiocyanate in the case of 4-chloromethyl-3-furoyl phosphonate. In the reaction of 3-chloromethyl-2-furoyl phosphonate with sodium azide, cleavage of the P-C bond takes place simultaneously with nucleophilic substitution. Potassium thiocyanate forms 3-thiocyanatomethyl-2-furoyl phosphonate in the reaction with this substance. The synthesized stable furoyl phosphonates enter the Wittig reaction with resonance-stabilized phosphoranes to give phosphorylated furylalkenes. If these compounds carry a chloromethyl group in the furan ring, they react with sodium azide and potassium thiocyanate to give the corresponding products of nucleophilic substitution. Analogously, aminomethyl derivatives have been obtained in the reaction with morpholine at room temperature.
Flame retardant properties of phosphorylated derivatives of malonic ester
Sal'Keeva,Taishibekova,Minaeva,Shibaeva,Kasenov,Sal'Keeva,Muratbekova
, p. 659 - 662 (2013)
Thermal stability of the phosphorylated derivatives of malonic ester synthesized by the Michaelis-Becker reaction was studied. The flame-retardant efficiency of the phosphonomalonic ester was assessed by the flame-tube technique measuring the weight loss of wood samples impregnated with the studied compound.
A critical overview of the kabachnik-fields reactions utilizing trialkyl phosphites in water as the reaction medium: A study of the benzaldehyde- benzylamine triethyl phosphite/diethyl phosphite models
Keglevich, Gyoergy,Balint, Erika,Kangyal, Reka,Balint, Maria,Milen, Matyas
, p. 282 - 289 (2014)
α-Aminophosphonates may be synthesized by the three-component condensation of oxo-compounds, amines, and dialkyl phosphites or trialkyl phosphites. In the latter case, mostly water is the reaction medium and a catalyst is also needed. This approach has been studied critically by us, exploring the background of this version of the Kabachnik-Fields condensation. The possibilities for the Kabachnik-Fields condensation of benzaldehyde, benzylamine, and triethyl phosphite or diethyl phosphite including the accomplishment in water were studied in detail.
Method for continuously synthesizing diethyl phosphite in microchannel reactor
-
Paragraph 0029-0046, (2019/01/15)
The invention discloses a method for continuously synthesizing diethyl phosphite in a microchannel reactor, and belongs to the technical field of organic synthesis processes. More specifically, the method is a method for generating diethyl phosphite by a continuous reaction in a microchannel continuous flow reactor using anhydrous ethanol and phosphorus trichloride as a substrate and chloroform asa solvent, wherein the mixed solution of the chloroform and the phosphorus trichloride is a material A, the anhydrous ethanol solution is a material B, and the material A and the material B simultaneously enter a microchannel through a metering pump. According to the method, the efficient mass transfer and heat transfer efficiency of the microchannel reactor are utilized to effectively strengthenthe mass transfer rate between two-phase materials, and the safety and operability of an experiment are greatly improved.
H-transfer reaction during decomposition of N-(2-methylpropyl)- N-(1-diethylphosphono-2,2-dimethylpropyl)-N-oxyl (SG1)-based alkoxyamines
Edeleva, Mariya,Marque, Sylvain R.A.,Kabytaev, Kuanish,Guillaneuf, Yohann,Gigmes, Didier,Bagryanskaya, Elena
, p. 1323 - 1336 (2013/04/10)
Thermal decomposition of four tertiary N-(2-methylpropyl)-N-(1- diethylphosphono-2,2-dimethylpropyl)-N-oxyl (SG1)-based alkoxyamines (SG1-C(Me)2-C(O)-OR, R = Me, tBu, Et, H) has been studied at different experimental conditions using 1/su
Protonation and alkylation of organophosphorus compounds with trifluoromethanesulfonic acid derivatives
Tolstikova,Bel'Skikh,Shainyan
scheme or table, p. 474 - 480 (2011/06/23)
Protonation (alkylation) of triphenylphosphine, triethylphosphite, triphenylphosphine oxide, triethylphosphate, hexamethylphosporamide, and dimethylphosphite with trifluoromethanesulfonic acid, its bisimide, and methyl ester was studied and the corresponding 1H, 13C, 19F, 31P NMR spectra were analyzed.
An efficient, multiply promiscuous hydrolase in the alkaline phosphatase superfamily
Van Loo, Bert,Jonas, Stefanie,Babtie, Ann C.,Benjdia, Alhosna,Berteau, Olivier,Hyvoenen, Marko,Hollfelder, Florian
scheme or table, p. 2740 - 2745 (2010/10/03)
We report a catalytically promiscuous enzyme able to efficiently promote the hydrolysis of six different substrate classes. Originally assigned as a phosphonate monoester hydrolase (PMH) this enzyme exhibits substantial second-order rate accelerations ((kcat/KM) /k w), ranging from 107 to as high as 1019, for the hydrolyses of phosphate mono-, di-, and triesters, phosphonate monoesters, sulfate monoesters, and sulfonate monoesters. This substrate collection encompasses a range of substrate charges between 0 and -2, transition states of a different nature, and involves attack at two different reaction centers (P and S). Intrinsic reactivities (half-lives) range from 200 days to 105 years under near neutrality. The substantial rate accelerations for a set of relatively difficult reactions suggest that efficient catalysis is not necessarily limited to efficient stabilization of just one transition state. The crystal structure of PMH identifies it as a member of the alkaline phosphatase superfamily. PMH encompasses four of the native activities previously observed in this superfamily and extends its repertoire by two further activities, one of which, sulfonate monoesterase, has not been observed previously for a natural enzyme. PMH is thus one of the most promiscuous hydrolases described to date. The functional links between superfamily activities can be presumed to have played a role in functional evolution by gene duplication.
Organophosphorus chemistry, part 37: Synthesis and insecticidal activities of some phosphonate adducts derived from 6-(Aryliminomethyl)-furobenzopyran-5- ones
Hafez, Taghrid S.,Yosef, Hisham Abdallah A.,Abou Yousef, Hala M.,Al-Amrousi, Eman F.,Mahran, Mohamed Refat H.
experimental part, p. 2277 - 2285 (2011/02/21)
Dialkyl phosphites attack 6-(Aryliminomethyl)furobenzopyran-5-ones at the imine-carbon atom to give new phosphonate 1:1 adducts. The obtained compounds regenerate the starting materials upon thermolysis under reduced pressure. Structures of the new products were attested by compatible analytical and spectroscopic measurements. Insecticidal activity tests assured that some new compounds show marked potency against adults of Aphis gossypii (Glover), which infests cotton crops. Copyright Taylor & Francis Group, LLC.
Oxidation in organophosphorus chemistry: Potassium peroxymonosulphate
Wozniak, Lucyna A.,Stec, Wojciech J.
, p. 2637 - 2640 (2007/10/03)
Potassium peroxymonosulphate (Oxone) is used as an efficient, chemoselective and stereoselective oxidizing agent for a wide variety of phosphorous, phosphothio- and phosphoseleno-compounds.
