Phosphoric Acid Derivatives Research Articles

Diethyl phosphate binding to mitochondrial cardiolipin after intraportal infusion in rats.

20 min after intraportal infusion of diethyl phosphate (DEP) in rats, the mitochondrial cardiolipin (CL; 1,3-bisphosphatidyl glycerol) fraction is labelled with DEP. The obtained mixture of CL and DEP-labelled CL, which up to now has not been separated, behaves chromatographically (fractogel; HPLC: TLC), in respect to release of DEP and also in respect of the 31P NMR spectrum as a mixture of CL and cardiolipin ketone diethylenol phosphate. The latter compound was also obtained by photochemical reaction of CL ketone with diethyl phosphoric acid. After cautious hydrogenation (palladium charcoal) of the total mitochondrial lipid fraction of rats treated with DEP and subsequent extraction with NaCl solution (0.005 mol/l), glycerol-2-DEP has been identified in the water phase. It is supposed that this phosphoric acid derivative is formed from CL-DEP by elimination of two molecules of phosphatidic acid.

Reactions ofP-cyanospirophosphoranes with derivatives of phosphorous acid

5-Cyano-2,3,7,8-tetramethyl-1,4,6,9-trioxathia-5-phosphaspiro[4.4]nonane reacts with some chlorophosphites and amidophosphites to give the correspondingPIII-cyano derivatives.

Silicon-Containing Phosphorus(V) Hydrazine Hetero-Cycles

Abstract 3-Phenoxy-1,2,4,5-tetraaza-3λ5-phospha-6-silacyclohexane-6-spiro-1′-silacyclohexane-3-sulfide 1 and 6,6-dichloro-1,2,4,5-tetramethyl-3-phenoxy-1,2,4,5-tetraaza-3λ5-phospha-6-silacyclohexane-3-sulfide 3 are prepared from thiophosphoryldihydrazido derivatives of phosphoric and thiophosphoric acid and cyclic organodichlorosilanes or tetrachlorosilane respectively. The constitutions of the new cyclic systems are confirmed by MS, 1H− and 13C NMR.

Reactions of Bifunctional Sulfur Compounds with Dihydrazido Phosphoric Acid Derivatives—Five- and Six-Membered Rings with Four N-Atoms

Abstract Thionylchloride and sulfurdichloride react with N-substituted phosphoric acid or thiophosphoric acid dihydrazides in the presence of triethylamine to yield six-membered rings containing sulfur if the substituents at N adjacent to the sulfur are electron-withdrawing groups such as -C(=O)Et. These groups lacking redox reactions are observed, resulting in the formation of a five-membered ring with an NN double bond that contains no sulfur. The X-ray structure of this “λ5-phosphatetrazolin” has been investigated: the ring is planar, PN 1.665(6), 1.680(6), N-N 1.372(9), 1.385(10), N=N 1.275(10)A.

ChemInform Abstract: Electrochemically Induced Formation of Phosphoric Acid Derivatives. Part 4. Synthesis of Triaryl Phosphates (II) from White Phosphorus.

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Fluorination of phosphorus(+3) derivatives by xenon difluoride

Xenon difluoride, XeF 2, effectively fluorinates various phosphorous acid derivatives as well as hydrophosphoryl compounds. Arbuzov rearrangement is followed by i-Bu → t-Bu isomerization in the case of i-Bu OPF 2.

Diethyl isopropyl and isopropenyl phosphate via differently generated ketyl radicals of acetone reacting with diethyl phosphoric acid

Photochemically excited acetone reacts in 1,2-dimethoxy ethane with diethyl phosphoric acid to diethyl isopropyl phosphate. The same product is formed by reduction of acetone with magnesium amalgam in benzene in the presence of the same phosphoric acid derivative. Thermal decomposition of tetramethyldioxetane in benzene in the presence of diethyl phosphoric acid appears to yield primarily diethyl isopropenyl phosphate.

Neue synthesen und reaktionen ungesättigter heterotitanacyclen

Dicarbonyltitanocene reacts chemoselectively with difunctional carbonyl compounds such as 1,2-diketones and 1,4-diketo-2-enes, with α-ketothioketones, α-ketoimines and azodicarbonic esters and -amides to yield the corresponding, mostly new, heterotitanacycles that are capable of a lot of useful follow-up reactions. These chelate complexes, containing three to four heteroatoms, allow the substitution of the entire titanocene fragment by carbon (formation of vinylenic carbonates and the thia-derivatives of these) or by further heteroatoms like boron or phosphorus (formation of boroles and phosphoric acid derivatives), thus retaining the cyclofunctionality. Alternatively, some of the new chelate complexes can be readily CC-chain-lengthened via a deprotonating/alkylating sequence, leaving the metallacycle unaffected.

Electrochemically induced processes of formation of phosphoric acid derivatives. 3. Electrosynthesis from white phosphorus in alcohol-water solutions

It has been established that the process of splitting of the P-P bonds of the white phosphorus molecules is initiated by cathode-generated nucleophiles (HO−, RO−), while functionalization of the P-H bond formed in phosphoric oligomers occurs under the action only of alcohol. The primary product after splitting of all the P-P bonds in phosphoric oligomers is dialkylphosphite (in alcohol-water media), or trialkylphosphite (in absolute alcohol), in the course of electrolysis being transformed into trialkylphosphate. Formation of esters of pyrophosphoric acid with reduced protogenic character of the medium was examined. It is proposed that under these conditions nucleophilic reagents of the type (〉P)c-O− form and participate in splitting of the P-P bonds.

ChemInform Abstract: Reaction of 2‐Hydroperfluoropropyl Azide with Some Phosphorous Acid Derivatives.

AbstractThe hexafluoropropyl azide (I) is coupled with trimethyl phosphite (II) to give dimethyl fluorophosphate (III) and the tetrafluoropropionitrile (IV).

ChemInform Abstract: New Dihydrazido and Oxyamido Derivatives of Phosphoric and Thiophosphoric Acid with Bis(2‐chloroethyl)amido Substituents.

AbstractThe reaction of (Ia) with 1,2‐dimethylhydrazine (II) gives the dihydrazide (III), whereas the corresponding reaction of (Ib) yields the monosubstitution product (VI).

Synthesis of chitin derivatives and their metal complexes

AbstractThiosemicarbazide, phosphoric acid and amidoxime derivatives of chitosan were synthesized and their ability for metal ion adsorptions was discussed. Thiosemicarbazide derivative, synthesized by treating chlorodeoxychitosan with ammonium thiocyanate followed by treatment with hydrazine, was considered to have cross‐linked network structure. Phosphoric acid derivative containing both N‐phosphonic acid and phosphoric acid groups was synthesized by cyanoethylation of chitosan using acrylonitrile, followed by treatment with hydroxylamine. These derivatives were found to adsorb effectively infinitesimal concentration (ppb order) of uranyl ion in seawater. Stability constants of some metal ion chitosan chelates were determined. To improve the selectivity in the adsorption of metal ions, a novel method utilizing metal ion as a template was adopted, and the results are discussed.

Reaction of 2-hdyroperfluoropropyl azide with some phosphorous acid derivatives

2-Hydroperfluoropropyl azide is an efficient fluorinating agent for various phosphorous acid derivatives.

Synthesis of S-phosphinylmethylisothioureas and an evaluation of their radioprotective activity

A large number of various S-derivatives of thiourea exhibit the property of elevating an organism's resistance to radioactivity [i0, ii]. Therefore the search for effective radioprotective agents among the isothiourea salts has been proceeding quite actively [13]. Noted with interest is the fact that phosphorus compounds, mainly derivatives of thiophosphoric, phosphoric, and phosphonic acids, also appear to be antiradiation agents [8, ii, 13]. At the same time, the radioprotective activity of phosphine oxides has not been investigated although in a number of cases they are known to be less toxic than other phosphorus compounds [12].

ChemInform Abstract: 1,3‐Carbanionic Rearrangements. Synthesis of Bis(o‐hydroxyaryl)phosphorus Compounds.

AbstractThe di(2‐haloaryl) phosphonates or phosphoric acid derivatives (III), prepared by reaction of the 2‐halophenols (I) with the dichlorophosphorus compounds (II), undergo rapid 1,3‐carbanionic rearrangement upon metalation with sodium or activated magnesium, forming the bis(o‐hydroxyaryl)phosphorus compounds (IV).

1,3-CARBANIONISCHE UMLAGERUNGEN SYNTHESE VON BIS(o-HYDROXYARYL)- PHOSPHORVERBINDUNGEN

Abstract Phosphonic acid bis(o-haloarylesters) as well as the corresponding phosphoric acid derivatives are reacted with sodium giving bis(o- hydroxyaryl)phosphinoxides and phosphonic acid esters or amides, resp. The primary metallation products undergo rapid 1,3-carbanionic rearrangements. Magnesium may also be used as metallating agent if activated by means of anthracen in THF.

Subject index

<dm:abstracts xmlns:dm="http://www.elsevier.com/xml/dm/dtd"><ce:abstract xmlns:ce="http://www.elsevier.com/xml/common/dtd" view="all" class="author" id="aep-abstract-id1"><ce:section-title>Publisher Summary</ce:section-title><ce:abstract-sec view="all" id="aep-abstract-sec-id1"><ce:simple-para id="fsabs044" view="all">This chapter reviews chemistry of organophosphorus (OP) insecticides for toxicologist and others who desire a basic knowledge of this important class of toxicants. OP chemistry apparently began with the esterification of alcohols to phosphoric acid. OP insecticides may be considered to be derivatives of phosphoric acid or phosphonic acid in which all H atoms are replaced by organic moieties. OP insecticides; when kept cool, dark, and anhydrous; are usually quite stable. However, exposure to heat, light (especially ultraviolet), and/or water, may lead to chemical alterations. The three primary reactions involving the phosphorus atom and those immediately surrounding it are hydrolysis, oxidation, and rearrangement. The class of organophosphorus insecticides contains a diverse array of structures, all united by the presence of a pentavalent phosphorus atom with three singly bonded constituents and a coordinate covalent bond to either sulfur or oxygen.</ce:simple-para></ce:abstract-sec></ce:abstract></dm:abstracts>

ChemInform Abstract: Halogenation of Phosphorous Acid Derivatives

ChemInformVolume 20, Issue 10 Reviews ChemInform Abstract: Halogenation of Phosphorous Acid Derivatives J. GLOEDE, Zentralinst. Org. Chem., Akad. Wiss. DDR, DDR-1199 Berlin-AdlershofSearch for more papers by this author J. GLOEDE, Zentralinst. Org. Chem., Akad. Wiss. DDR, DDR-1199 Berlin-AdlershofSearch for more papers by this author First published: March 7, 1989 https://doi.org/10.1002/chin.198910366Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume20, Issue10March 7, 1989 RelatedInformation

ChemInform Abstract: Phosphite Synthesis of Oligodeoxyribonucleotides

AbstractReview: (101 refs.

ChemInform Abstract: Fluorination of Some Phosphoric Acid Derivatives.

The stable complex of triethylamine with hydrogen fluoride is an effective reagent for the preparation of dialkyl fluorophosphates from various phosphoric acid derivatives containing a good leaving group.