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Hypophosphite
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 + See also *Organophosphinic acid *Phosphine - PR3 *Phosphine oxide - OPR3 *Phosphite - P(OR)3 *Phosphonate - OP(OR)2R ...
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Phosphate
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 . The phosphate or orthophosphate ion is derived from phosphoric acid by the removal of three protons . Removal of one or two protons gives the dihydrogen phosphate ion and the hydrogen phosphate ion ion, respectively. 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 In organic chemistry, phosphate or orthophosphate is an organophosphate, an ester of orthophosphoric acid of the form where one or more hydrogen atoms are replaced by organic groups. An example is trimethyl phosphate, . The term also refers to the ...
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Phosphate
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 . The phosphate or orthophosphate ion is derived from phosphoric acid by the removal of three protons . Removal of one or two protons gives the dihydrogen phosphate ion and the hydrogen phosphate ion ion, respectively. 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 In organic chemistry, phosphate or orthophosphate is an organophosphate, an ester of orthophosphoric acid of the form where one or more hydrogen atoms are replaced by organic groups. An example is trimethyl phosphate, . The term also refers to the ...
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Sodium Hypophosphite
Sodium hypophosphite (NaPO2H2, also known as sodium phosphinate) is the sodium salt of hypophosphorous acid and is often encountered as the monohydrate, NaPO2H2·H2O. It is a solid at room temperature, appearing as odorless white crystals. It is soluble in water, and easily absorbs moisture from the air. Sodium hypophosphite should be kept in a cool, dry place, isolated from oxidizing materials. It decomposes into phosphine which is irritating to the respiratory tract and disodium phosphate. :2 NaH2PO2 → PH3 + Na2HPO4 Uses Like other hypophosphites, sodium hypophosphite can reduce metal ions back into base metal. This forms the basis for electroless nickel plating (Ni-P), which is its main industrial application. With this method, a durable nickel-phosphorus film can coat objects with irregular surfaces, such as in avionics, aviation and the petroleum field. Sodium hypophosphite is capable of reducing nickel ions in solution to metallic nickel on metal substrates as well as ...
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Phosphonate
In organic chemistry, phosphonates or phosphonic acids are organophosphorus compounds containing groups (where R = alkyl, aryl, or just hydrogen). Phosphonic acids, typically handled as salts, are generally nonvolatile solids that are poorly soluble in organic solvents, but soluble in water and common alcohols. Many commercially important compounds are phosphonates, including glyphosate (the active molecule of the 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 groups are used as stable bioisoteres for phosphate, such as in the antiviral nucleotide analog, Tenofovir, one of the cornerstones of anti- HIV therapy. And there is an indication that phosphonate derivatives are "promisi ...
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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. Depending on the synthetic details, this alcoholysis can give the diorganophosphites: :PCl3 + 3 C2H5OH → (C2H5O)2P(O)H + 2 HCl + C2H5Cl Alternatively, when the alcoholysis is conducted in the presence of proton acceptors, one obtains the C3-symmetric trialkoxy derivativ ...
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Phosphine Oxide
Phosphine oxides are phosphorus compounds with the formula OPX3. When X = alkyl or aryl, these are organophosphine oxides. Triphenylphosphine oxide is an example. An inorganic phosphine oxide is phosphoryl chloride (POCl3). Structure and bonding Tertiary phosphine oxides Tertiary phosphine oxides are the most commonly encountered phosphine oxides. With the formula R3PO, they are tetrahedral compounds. They are usually prepared by oxidation of tertiary phosphines. The P-O bond is short and polar. According to molecular orbital theory, the short P–O bond is attributed to the donation of the lone pair electrons from oxygen p-orbitals to the antibonding phosphorus-carbon bonds. The nature of the P–O bond was once hotly debated. Some discussions invoked a role for phosphorus-centered d-orbitals in bonding, but this analysis is not supported by computational analyses. In terms of simple Lewis structure, the bond is more accurately represented as a dative bond, as is currently ...
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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, PH3, is the smallest of the phosphines and the smallest of the phosphanes. History Philippe Gengembre (1764–1838), a student of Lavois ...
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Organophosphinic Acid
An organophosphinic acid is an organophosphorus compound with the formula R2−nHnPO2H (R = alkyl, aryl). One or both P-H bonds in the parent hypophosphorous acid (aka phosphinic acid) are replaced by organic groups. The Cyanex family of dialkylphosphinic acids are used in hydrometallurgy to extract metals from ores. Monalkylphosphinic acids Monalkylphosphinic acids have the formula OP(OH)(H)R, with the simplest example being methylphosphinic acid. Phosphinic acid adds to Michael acceptors, for example with acrylamide it gives H(HO)P(O)CH2CH2C(O)NH2. Dialkylphosphinic acids Dialkylphosphinic acids have the formula R2PO2H, where R is an alkyl or aryl group. The phosphorus(V) center has tetrahedral molecular geometry. Under the brand names Aerophine and Cyanex, dialkylphosphinic acids are used in extraction and separation of metals as one of the techniques of hydrometallurgy Characteristically the organic substituents are branched to confer solubility and preclude crystalli ...
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Salt (chemistry)
In chemistry, a salt is a chemical compound consisting of an ionic assembly of positively charged cations and negatively charged anions, which results in a compound with no net electric charge. A common example is Salt, table salt, with positively charged sodium ions and negatively charged chloride ions. The component ions in a salt compound can be either inorganic compound, inorganic, such as chloride (Cl−), or organic chemistry, organic, such as acetate (). Each ion can be either monatomic ion, monatomic, such as fluoride (F−), or polyatomic ion, polyatomic, such as sulfate (). Types of salt Salts can be classified in a variety of ways. Salts that produce hydroxide ions when dissolved in water are called ''alkali salts'' and salts that produce hydrogen ions when dissolved in water are called ''acid salts''. ''Neutral salts'' are those salts that are neither acidic nor basic. Zwitterions contain an anionic and a cationic centre in the same molecule, but are not considered s ...
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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, PH3, is the smallest of the phosphines and the smallest of the phosphanes. History Philippe Gengembre (1764–1838), a student of Lavois ...
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Phosphorus
Phosphorus is a chemical element with the symbol P and atomic number 15. Elemental phosphorus exists in two major forms, white phosphorus and red phosphorus, but because it is highly reactive, phosphorus is never found as a free element on Earth. It has a concentration in the Earth's crust of about one gram per kilogram (compare copper at about 0.06 grams). In minerals, phosphorus generally occurs as phosphate. Elemental phosphorus was first isolated as white phosphorus in 1669. White phosphorus emits a faint glow when exposed to oxygen – hence the name, taken from Greek mythology, meaning 'light-bearer' (Latin ), referring to the " Morning Star", the planet Venus. The term '' phosphorescence'', meaning glow after illumination, derives from this property of phosphorus, although the word has since been used for a different physical process that produces a glow. The glow of phosphorus is caused by oxidation of the white (but not red) phosphorus — a process now called chem ...
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Disproportionation
In chemistry, disproportionation, sometimes called dismutation, is a redox reaction in which one compound of intermediate oxidation state converts to two compounds, one of higher and one of lower oxidation states. More generally, the term can be applied to any desymmetrizing reaction of the following type, regardless of whether it is a redox or some other type of process: :2A -> A' + A'' Examples *Mercury(I) chloride disproportionates upon UV-irradiation: :Hg2Cl2 → Hg + HgCl2 *Phosphorous acid disproportionates upon heating to give phosphoric acid and phosphine: :4 → 3 H3PO4 + PH3 *Desymmetrizing reactions are sometimes referred to as disproportionation, as illustrated by the thermal degradation of bicarbonate: :2 → + H2CO3 :The oxidation numbers remain constant in this acid-base reaction. This process is also called autoionization. *Another variant on disproportionation is radical disproportionation, in which two radicals form an alkene and an alkane. : Reverse ...
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