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Phosphinite
In organic chemistry, phosphinites are organophosphorus compounds with the formula . They are used as ligands in homogeneous catalysis and coordination chemistry. Preparation Phosphinites are prepared by alcoholysis of organophosphinous chlorides. For example, treatment of chlorodiphenylphosphine with methanol and base gives methyl diphenylphosphinite: :ClPPh2 + CH3OH → CH3OPPh2 + HCl Although they are esters of phosphinous acids (R2POH), phosphinites are not made via such intermediates. Reactions Oxidation of phosphinites gives phosphinates: :2 P(OR)R2 + O2 → 2 OP(OR)R2 Phosphinites are ligands, giving derivatives similar to metal phosphine complexes. They are stronger pi-acceptors than typical phosphine ligands. References See also *Phosphine - PR3 *Phosphine oxide - OPR3 * Phosphonite - P(OR)2R *Phosphite - P(OR)3 * Phosphinate - OP(OR)R2 *Phosphonate - OP(OR)2R *Phosphate Phosphates are the naturally occurring form of the element phosphorus. In chemis ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphonite
In organic chemistry, phosphonites are organophosphorus compounds with the formula P(OR)2R. They are found in some pesticides and are used as ligands. Preparation Although they are derivatives of phosphonous acid (RP(OH)2), they are not prepared from such precursors. Phosphonites are prepared by alcoholysis of organophosphinous chlorides. For example, treatment of dichlorophenylphosphine with methanol and base gives dimethyl phenylphosphonite: :Cl2PPh + 2 CH3OH → (CH3O)2PPh + 2 HCl Reactions Oxidation of phosphonites gives phosphonates: :2 P(OR)2R + O2 → 2 OP(OR)2R Phosphonites can function as ligands in homogeneous catalysis In chemistry, homogeneous catalysis is catalysis where the catalyst is in same phase as reactants, principally by a soluble catalyst in a solution. In contrast, heterogeneous catalysis describes processes where the catalysts and substrate are in d ....T. V. (Babu) Rajanbabu “Phosphinite and Phosphonite Ligands” in Phosphorus(III) Ligands in H ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphonate
In organic chemistry, phosphonates or phosphonic acids are organophosphorus compounds containing Functional group, groups, where R is an organic group (alkyl, aryl). If R is hydrogen then the compound is a Phosphite_ester#Chemistry_of_HP(O)(OR)2, dialkyl phosphite, which is a different functional group. Phosphonic acids, typically handled as salts, are generally Volatility (chemistry), nonvolatile solids that are poorly soluble in organic solvents, but soluble in water and common Alcohol (chemistry), alcohols. Many commercially important compounds are phosphonates, including glyphosate (the active molecule of the herbicide Roundup (herbicide), Roundup), and ethephon, a widely used plant growth regulator. Bisphosphonates are popular drugs for treatment of osteoporosis.Svara, J.; Weferling, N.; Hofmann, T. "Phosphorus Compounds, Organic," in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2008. . In biochemistry and medicinal chemistry, phosphonate gr ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organophosphorus
Organophosphorus chemistry is the scientific study of the synthesis and properties of organophosphorus compounds, which are organic compounds containing phosphorus. They are used primarily in pest control as an alternative to chlorinated hydrocarbons that persist in the environment. Some organophosphorus compounds are highly effective insecticides, although some are extremely toxic to humans, including sarin and VX nerve agents. Phosphorus, like nitrogen, is in group 15 of the periodic table, and thus phosphorus compounds and nitrogen compounds have many similar properties. The definition of organophosphorus compounds is variable, which can lead to confusion. In industrial and environmental chemistry, an organophosphorus compound need contain only an organic substituent, but need not have a direct phosphorus-carbon (P-C) bond. Thus a large proportion of pesticides (e.g., malathion), are often included in this class of compounds. Phosphorus can adopt a variety of oxidation state ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphite
The general structure of a phosphite ester showing the lone pairs on the P In organic chemistry, a phosphite ester or organophosphite usually refers to an organophosphorous compound with the formula P(OR)3. They can be considered as esters of an unobserved tautomer phosphorous acid, H3PO3, with the simplest example being trimethylphosphite, P(OCH3)3. Some phosphites can be considered esters of the dominant tautomer of phosphorous acid (HP(O)(OH)2). The simplest representative is dimethylphosphite with the formula HP(O)(OCH3)2. Both classes of phosphites are usually colorless liquids. Synthesis ;From PCl3 Phosphite esters are typically prepared by treating phosphorus trichloride with an alcohol. For alkyl alcohols the displaced chloride ion can attack the phosphite, causing dealkylation to give a dialkylphosphite and an organochlorine compound. The overall reaction is as follows: :PCl3 + 3 C2H5OH → (C2H5O)2P(O)H + 2 HCl + C2H5Cl Alternatively, when the alcoh ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphonite
In organic chemistry, phosphonites are organophosphorus compounds with the formula P(OR)2R. They are found in some pesticides and are used as ligands. Preparation Although they are derivatives of phosphonous acid (RP(OH)2), they are not prepared from such precursors. Phosphonites are prepared by alcoholysis of organophosphinous chlorides. For example, treatment of dichlorophenylphosphine with methanol and base gives dimethyl phenylphosphonite: :Cl2PPh + 2 CH3OH → (CH3O)2PPh + 2 HCl Reactions Oxidation of phosphonites gives phosphonates: :2 P(OR)2R + O2 → 2 OP(OR)2R Phosphonites can function as ligands in homogeneous catalysis In chemistry, homogeneous catalysis is catalysis where the catalyst is in same phase as reactants, principally by a soluble catalyst in a solution. In contrast, heterogeneous catalysis describes processes where the catalysts and substrate are in d ....T. V. (Babu) Rajanbabu “Phosphinite and Phosphonite Ligands” in Phosphorus(III) Ligands in H ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphinate
Phosphinates or hypophosphites are a class of phosphorus compounds conceptually based on the structure of hypophosphorous acid. IUPAC prefers the term phosphinate in all cases, however in practice hypophosphite is usually used to describe inorganic species (e.g. sodium hypophosphite), while phosphinate typically refers to organophosphorus species. Hypophosphites The hypophosphite ion is . The salts are prepared by heating white phosphorus in warm aqueous alkali e.g. Ca(OH)2: :P4 + 2 Ca(OH)2 + 4 H2O → 2 Ca(H2PO2)2 + 2 H2 Hypophosphites are reducing agents: : + 3 OH− → + 2 H2O + 2 e− Hypophosphites are used in electroless nickel plating as the reducing agent to deposit for example Ni metal from Ni salts. The hypophosphite ion is thermodynamically unstable, and disproportionates on heating to phosphine and phosphate salts: : 2 → PH3 + Uses Hypophosphite (usually sodium hypophosphite) acts as a reducing agent to deposit nickel onto surfaces without ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphate
Phosphates are the naturally occurring form of the element phosphorus. In chemistry, a phosphate is an anion, salt, functional group or ester derived from a phosphoric acid. It most commonly means orthophosphate, a derivative of orthophosphoric acid, phosphoric acid . The phosphate or orthophosphate ion is derived from phosphoric acid by the removal of three protons . Removal of one proton gives the dihydrogen phosphate ion while removal of two protons gives the hydrogen phosphate ion . These names are also used for salts of those anions, such as ammonium dihydrogen phosphate and trisodium phosphate. File:3-phosphoric-acid-3D-balls.png, Phosphoricacid File:2-dihydrogenphosphate-3D-balls.png, Dihydrogenphosphate File:1-hydrogenphosphate-3D-balls.png, Hydrogenphosphate File:0-phosphate-3D-balls.png, Phosphate or orthophosphate In organic chemistry, phosphate or orthophosphate is an organophosphate, an ester of orthophosphoric acid of the form where one ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphinate
Phosphinates or hypophosphites are a class of phosphorus compounds conceptually based on the structure of hypophosphorous acid. IUPAC prefers the term phosphinate in all cases, however in practice hypophosphite is usually used to describe inorganic species (e.g. sodium hypophosphite), while phosphinate typically refers to organophosphorus species. Hypophosphites The hypophosphite ion is . The salts are prepared by heating white phosphorus in warm aqueous alkali e.g. Ca(OH)2: :P4 + 2 Ca(OH)2 + 4 H2O → 2 Ca(H2PO2)2 + 2 H2 Hypophosphites are reducing agents: : + 3 OH− → + 2 H2O + 2 e− Hypophosphites are used in electroless nickel plating as the reducing agent to deposit for example Ni metal from Ni salts. The hypophosphite ion is thermodynamically unstable, and disproportionates on heating to phosphine and phosphate salts: : 2 → PH3 + Uses Hypophosphite (usually sodium hypophosphite) acts as a reducing agent to deposit nickel onto surfaces without ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphine Oxide
Phosphine oxide is the inorganic compound with the formula H3PO. Although stable as a dilute gas, liquid or solid samples are unstable. Unlike many other compounds of the type POxHy, H3PO is rarely discussed and is not even mentioned in major sources on main group chemistry. H3PO has been detected by mass spectrometry as a reaction product of oxygen and phosphine, by means of FT-IR in a phosphine-ozone reaction Generation Phosphine oxide has been claimed as the product of a reaction of phosphine with vanadium oxytrichloride as well as with chromyl chloride. The product was obtained by matrix isolation. It has also been reported relatively stable in a water-ethanol solution by electrochemical oxidation of white phosphorus, where it slowly disproportionates into phosphine and hypophosphorous acid. Phosphine oxide is reported as an intermediate in the room-temperature polymerization of phosphine and nitric oxide Nitric oxide (nitrogen oxide, nitrogen monooxide, or n ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphine
Phosphine (IUPAC name: phosphane) is a colorless, flammable, highly toxic compound with the chemical formula , classed as a pnictogen hydride. Pure phosphine is odorless, but technical grade samples have a highly unpleasant odor like rotting fish, due to the presence of substituted phosphine and diphosphane (). With traces of present, is spontaneously flammable in air ( pyrophoric), burning with a luminous flame. Phosphine is a highly toxic respiratory poison, and is immediately dangerous to life or health at 50 ppm. Phosphine has a trigonal pyramidal structure. Phosphines are compounds that include and the organophosphines, which are derived from by substituting one or more hydrogen atoms with organic groups. They have the general formula . Phosphanes are saturated phosphorus hydrides of the form , such as triphosphane. Phosphine () is the smallest of the phosphines and the smallest of the phosphanes. History Philippe Gengembre (1764–1838), a student of Lavoisi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Metal Phosphine Complex
A metal-phosphine complex is a coordination complex containing one or more phosphine ligands. Almost always, the phosphine is an organophosphine of the type R3P (R = alkyl, aryl). Metal phosphine complexes are useful in homogeneous catalysis. Prominent examples of metal phosphine complexes include Wilkinson's catalyst (Rh(PPh3)3Cl), Grubbs' catalyst, and tetrakis(triphenylphosphine)palladium(0). Preparation Many metal phosphine complexes are prepared by reactions of metal halides with preformed phosphines. For example, treatment of a suspension of palladium chloride in ethanol with triphenylphosphine yields monomeric bis(triphenylphosphine)palladium(II) chloride units. : dCl2sub>n + 2PPh3 → PdCl2(PPh3)2 The first reported phosphine complexes were ''cis''- and ''trans''-PtCl2(PEt3)2 reported by Cahours and Gal in 1870. Often the phosphine serves both as a ligand and as a reductant. This property is illustrated by the synthesis of many platinum-metal complexes of triphenylph ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphinous Acids
Phosphinous acids are usually organophosphorus compounds with the formula R2POH. They are pyramidal in structure. Phosphorus is in the oxidation state III. Most phosphinous acids rapidly convert to the corresponding phosphine oxide, which is tetrahedral and is assigned oxidation state V. Synthesis Only one example is known, bis(trifluoromethyl)phosphinous acid, (CF3)2POH. It is prepared in several steps from phosphorus trichloride (Et = ethyl): :PCl3 + 2 Et2NH → PCl2NEt2 + Et2NH2Cl :2 P(NEt2)3 + PCl2NEt2 + 2 CF3Br → P(CF3)2NEt2 + 2 BrClP(NEt2)3 :P(CF3)2NEt2 + H2O → P(CF3)2OH + HNEt2 Reactions With the lone exception of the bis(trifluoromethyl) derivative, the dominant reaction of phosphinous acids is tautomerization: :PR2OH → OPR2H Even the pentafluorophenyl compound P(C6F5)2OH is unstable with respect to the phosphine oxide. Although phosphinous acids are rare, their P-bonded coordination complexes are well established, e.g. Mo(CO)5P(OH)3. S ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
