2617-47-2Relevant academic research and scientific papers
Hydroperoxylation by hydroxyethylphosphonate dioxygenase
Whitteck, John T.,Cicchillo, Robert M.,Van Der Donk, Wilfred A.
, p. 16225 - 16232 (2009)
Hydroxyethylphosphonate dioxygenase (HEPD) catalyzes the O 2-dependent cleavage of the carbon-carbon bond of 2-hydroxyethylphosphonate (2-HEP) to afford hydroxymethylphosphonate (HMP) and formate without input of electrons or use of any organic
Dealkylation of dialkyl phosphonates with boron tribromide
Gauvry,Mortier
, p. 553 - 554 (2001)
Boron tribromide cleanly and quantitatively converts dimethyl-, diethyl-, diisopropyl-, and ditertiobutyl phosphonates RP(O)(OR')2 into the corresponding phosphonic acids RP(O)(OH)2 via methanolysis. The use of boron tribromide is compatible with a variety of functionalities in the R group.
Organic-inorganic hybrid materials designed by controlled radical polymerization and mediated using commercial dual functional organophosphorous coupling agents
Cao, Edgar,Prouzet, Eric,Hroguez, Valrie
, p. 6081 - 6087 (2015/02/18)
Hybrid materials that are composed of a polymeric material interfaced with an inorganic, metal oxide material have been a rapidly expanding research area in the last few decades. However, interfacial regions remain an important area of focus, and as such hybrid materials do not always possess a very robust or stable interface. Tailor-made interfacial molecules have been successfully reported but material scientists wishing to develop composite interfacial materials would favorably use commercial solutions. Our study shows how we can leverage a commercially available organophosphonic acid group that is coupled with a 2-bromo isobutyrate initiator for surface initiated atom transfer radical polymerization (SI-ATRP) for use as a strong interfacial molecule. We illustrate this mechanism with both nanoparticles of titania and flat titania substrates used as the grafting support and polymerization anchoring points. We demonstrate that the size of the organophosphonic acid initiator, specifically the carbon spacer between the reactive groups, controls the stability of the molecule. The actual covalent linkage between the phosphonic acid group and the titania surface while also leaving the ATRP initiating group able to start the polymerization, is confirmed via31P solid state NMR spectroscopy, liquid 1H NMR spectroscopy XPS, DLS and SEM.
METHOD FOR THE MANUFACTURE OF COMPOUNDS CONTAINING AN ALPHA-OXYPHOSPHORUS GROUP BY USING AN ACTIVATOR
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Page/Page column 41, (2013/03/26)
A method for the manufacture of compounds containing an a-oxy phosphorus group is disclosed. A compound containing an a-oxy carboxylic acid group is reacted in a specific equivalent ratio with a nucleophilic P component, wherein the phosphorus atom has the oxidation state +1 or +3, whereby the compound containing an a-oxy carboxylic acid group or the nucleophilic P component or both are first reacted with an activator, followed by conducting the reaction and adding a water at the end of the reaction. The compounds containing an a-oxy phosphorus group formed are then recovered.
A study of the reaction of phosphorus trichloride with paraformaldehyde in the presence of carboxylic acids
Troev,Todorov,Naydenova,Mitova,Vassilev
, p. 1147 - 1155 (2013/09/23)
We investigated the mechanism of the reaction of paraformaldehyde with phosphorus trichloride in the presence of carboxylic acids (acetic, propanoic, and formic). Our results revealed that bisphosphonic acids were obtained without the use of water. The structures of the reaction products were studied by 1D and 2D homonuclear and heteronuclear 1H-, 13C-, 31P- NMR spectroscopy. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional tables.]
METHOD FOR THE MANUFACTURE OF COMPOUNDS CONTAINING AN ALPHA-OXY PHOSPHORUS GROUP BY USING P-X COMPONENTS
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Page/Page column 39; 40, (2013/03/26)
A method for the manufacture of compounds containing an α- oxy phosphorus group is disclosed. A P-X component having at least one P-X bond, whereby the phosphorus of the P-X bond has the +3 oxidation state with X being C1 or Br, is reacted in a specific equivalent ratio with a compound containing an α-oxy carboxylic acid group, followed by conducting the reaction and optionally adding a quenching agent at the end of the reaction. The compounds containing an α-oxy phosphorus group formed are then recovered.
METHOD FOR THE MANUFACTURE OF COMPOUNDS CONTAINING AN α-OXY PHOSPHORUS GROUP
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Page/Page column 45, (2012/08/07)
A method for the manufacture of compounds containing an α-oxy phosphorus group is disclosed. A P-O component having at least one P-O-P moiety, whereby at least one phosphorus has the +3 oxidation state, is added in specific proportions to a compound containing an α-oxy carboxylic acid group, followed by conducting the reaction and adding water subsequently. The compounds containing an α-oxy phosphorus group formed can then be recovered.
A mild and convenient oxidation of H-phosphinic acids
Berlicki,Mucha,Kafarski
, p. 1959 - 1962 (2008/09/19)
A new mild and convenient method of oxidation of H-phosphinic to the corresponding phosphonic acids was developed. Conversion of H-phosphinic acids into trivalent trimethylsilyl esters using hexamethyldisilazane, followed by their oxidation with air and subsequent methanolysis allowed obtaining the final compounds in good to excellent yields. The methodology was proved to be particularly useful for N-benzyloxycarbonyl-α-aminophosphinic acids. The scope and limitations of the reaction were additionally tested using a variety of both free and protected amino- and hydroxyphosphinates as substrates.
Process for the preparation of N-phosphonomethylglycine and derivatives thereof
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Page/Page column 25, (2010/02/11)
N-phosphonomethylamines are produced by reaction of an amine substrate with a halomethylphosphonic acid or salt thereof, a hydroxymethylphosphonic acid or salt thereof, or a dehydrated self-ester dimer, trimer or oligomer of hydroxymethylphosphonic acid. Among the products that may be prepared according to the process are N-phosphonomethylaminocarboxylic acids such as (e.g.) glyphosate, N-phosphonomethylaminoalkanols such as (e.g.) hydroxyethlaminomethylphosphonic acid, and N-acylaminomethylphosphonic acids such as (e.g.) N-carbamylaminomethylphosphonic acid. Certain reactions are conducted with a substantial excess of amine reactant in order to drive the conversion while avoiding excessive formation of bis(N-phosphonomethyl)amine by-products. Other reactions use a secondary amine substrate (such as iminodiacetic acid) and can be conducted at substantial equimolar ratios of halomethylaminomethylphosphonic acid or hydroxyaminomethylphosphonic acid to secondary amine reactant without significant formation of bis(phosphonomethyl)amine by-products. Further disclosed is a process for the preparation of hydroxymethylphosphonic acid self-ester dimers, trimers and oligomers by azeotropic dehydration.
PHOSPHONYLATION BY TETRAPHOSPHORUS HEXOXIDE
Schuelke, Ulrich
, p. 623 - 626 (2007/10/02)
The general usefulness of P4O6 as starting material for the preparation of inorganic and organic phosphorus compounds is demonstrated by reactions of P4O6 with nucleophilic and electrophilic compounds.
