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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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organophosphine
Organophosphines are organophosphorus compounds with the formula PR''n''H3−''n'', where R is an organic substituent. These compounds can be classified according to the value of ''n'': primary phosphines (''n'' = 1), secondary phosphines (''n'' = 2), tertiary phosphines (''n'' = 3). All adopt pyramidal structures. Organophosphines are generally colorless, lipophilic liquids or solids. The parent of the organophosphines is phosphine (PH3). Annette Schier and Hubert Schmidbaur"P-Donor Ligands" in Encyclopedia of Inorganic Chemistry 2006, Wiley-VCH, Weinheim. 1° vs 2° vs 3° phosphines Organophophines are classified according to the number of organic substituents. Primary phosphines Primary (1°) phosphines, with the formula RPH2, are typically prepared by alkylation of phosphine. Simple alkyl derivatives such as methylphosphine (CH3PH2) are prepared by alkylation of alkali metal derivatives MPH2 (M is lithium, Li, sodium, Na, or potassium, K). A ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Triphenylphosphine
Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C6H5)3 and often abbreviated to P Ph3 or Ph3P. It is widely used in the synthesis of organic and organometallic compounds. PPh3 exists as relatively air stable, colorless crystals at room temperature. It dissolves in non-polar organic solvents such as benzene and diethyl ether. Preparation and structure Triphenylphosphine can be prepared in the laboratory by treatment of phosphorus trichloride with phenylmagnesium bromide or phenyllithium. The industrial synthesis involves the reaction between phosphorus trichloride, chlorobenzene, and sodium: :PCl3 + 3 PhCl + 6 Na → PPh3 + 6 NaCl Triphenylphosphine crystallizes in triclinic and monoclinic modification. In both cases, the molecule adopts a pyramidal structure with propeller-like arrangement of the three phenyl groups. Principal reactions with chalcogens, halogens, and acids Oxidation Triphenylphosphine undergoes slow ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Trimethylphosphine
Trimethylphosphine is a neutral organophosphorus compound with the formula P(CH3)3, commonly abbreviated as PMe3. This colorless liquid has a strongly unpleasant odor, characteristic of alkylphosphines. The compound is a common ligand in coordination chemistry. Structure and bonding It is a pyramidal molecule with approximate ''C''3''v'' symmetry. The C–P–C bond angles are approximately 98.6°. The C–P–C bond angles are consistent with the notion that phosphorus predominantly uses the 3p orbitals for forming bonds and that there is little sp hybridization of the phosphorus atom. The latter is a common feature of the chemistry of phosphorus. As a result, the lone pair of trimethylphosphine has predominantly s-character as is the case for phosphine, PH3. PMe3 can be prepared by the treatment of triphenyl phosphite with methylmagnesium chloride: : 3 CH3MgCl + P(OC6H5)3 → P(CH3)3 + 3 C6H5OMgCl The synthesis is conducted in dibutyl ether, from which the more volatile PMe3 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Diphosphane
Diphosphane, or diphosphine, is an inorganic compound with the chemical formula P2H4. This colourless liquid is one of several binary phosphorus hydrides. It is the impurity that typically causes samples of phosphine to ignite in air. Properties, preparation, reactions Diphosphane adopts the gauche conformation (like hydrazine, less symmetrical than shown in the image) with a P−P distance of 2.219 angstroms. It is nonbasic, unstable at room temperature, and spontaneously flammable in air. It is only poorly soluble in water but dissolves in organic solvents. Its 1H NMR spectrum consists of 32 lines resulting from an A2XX'A'2 splitting system. Diphosphane is produced by the hydrolysis of calcium monophosphide, which can be described as the Ca2+ derivative of . According to an optimized procedure, hydrolysis of 400 g of CaP at −30 °C gives about 20 g of product, slightly contaminated with phosphine. Reaction of diphosphane with butyllithium affords a variety of condense ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphonium
In polyatomic cations with the chemical formula (where R is a hydrogen or an alkyl, aryl, or halide group). These cations have tetrahedral structures. The salts are generally colorless or take the color of the anions. Types of phosphonium cations Protonated phosphines The parent phosphonium is as found in the iodide salt, phosphonium iodide. Salts of the parent are rarely encountered, but this ion is an intermediate in the preparation of the industrially useful tetrakis(hydroxymethyl)phosphonium chloride: :PH3 + HCl + 4 CH2O → Many organophosphonium salts are produced by protonation of primary, secondary, and tertiary phosphines: :PR3 + H+ → The basicity of phosphines follows the usual trends, with R = alkyl being more basic than R = aryl. Tetraorganophosphonium cations The most common phosphonium compounds have four organic substituents attached to phosphorus. The quaternary phosphonium cations include tetraphenylphosphonium, (C6H5)4P+ and tetramethylphosphoni ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Triphosphane
Triphosphane (IUPAC systematic name) or triphosphine is an inorganic compound having the chemical formula . It can be generated from diphosphine but is highly unstable at room temperature: : Samples have been isolated by gas chromatography. The compound rapidly converts to and the cyclophosphine Cyclopentaphosphine is the inorganic compound with the formula (PH)5. It is prepared by the hydrolysis of cyclo- SiMe3sub>4 (Me = methyl). Although only of theoretical interest, (PH)5 is parent of many related cyclic polyphosphines that are th ... ''cyclo''-. References External linksIUPAC {{Hydrides by group Phosphines Phosphorus hydrides ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pnictogen Hydride
Pnictogen hydrides or hydrogen pnictides are binary compounds of hydrogen with pnictogen ( or ; from grc, πνῑ́γω "to choke" and -gen, "generator") atoms (elements of group 15: nitrogen, phosphorus, arsenic, antimony, and bismuth) covalently bonded to hydrogen. Pnictogen trihydrides The simplest series has the chemical formula XH3 (less commonly H3X), with X representing any of the pnictogens. They take on the pyramidal structure (as opposed to the trigonal planar arrangement of the group 13 hydrides), and therefore are polar. These pnictogen trihydrides are generally increasingly unstable and poisonous with heavier elements. Like the simple hydrogen halides and chalcogenides, the pnictogen hydrides are water- soluble. Unlike other hydrides such as hydrogen sulfide and hydrogen fluoride, which form acidic aqueous solutions, ammonia dissolves in water to make ammonium hydroxide which is basic (by forming a hydroxide ion as opposed to hydronium). Phosphine is also water-sol ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Calcium Phosphide
Calcium phosphide (CP) is the inorganic compound with the formula Ca3P2. It is one of several phosphides of calcium, being described as the salt-like material composed of Ca2+ and P3−. Other, more exotic calcium phosphides have the formula CaP, CaP3, Ca2P2, and Ca5P8. Ca3P2 has the appearance of red-brown crystalline powder or grey lumps. Its trade name is Photophor for the incendiary use or Polytanol for the use as rodenticide. Preparation and structure It may be formed by reaction of the elements, but it is more commonly prepared by carbothermal reduction of calcium phosphate: :Ca3(PO4)2 + 8 C → Ca3P2 + 8 CO The structure of the room temperature form of Ca3P2 has not been confirmed by X-ray crystallography. A high temperature phase has been characterized by Rietveld refinement. Ca2+ centers are octahedral. Uses Metal phosphides are used as a rodenticide. A mixture of food and calcium phosphide is left where the rodents can eat it. The acid in the digestive system ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Arsine
Arsine (IUPAC name: arsane) is an inorganic compound with the formula As H3. This flammable, pyrophoric, and highly toxic pnictogen hydride gas is one of the simplest compounds of arsenic. Despite its lethality, it finds some applications in the semiconductor industry and for the synthesis of organoarsenic compounds. The term ''arsine'' is commonly used to describe a class of organoarsenic compounds of the formula AsH3−xRx, where R = aryl or alkyl. For example, As(C6H5)3, called triphenylarsine, is referred to as "an arsine". General properties At its standard state, arsine is a colorless, denser-than-air gas that is slightly soluble in water (20% at 20 °C) and in many organic solvents as well. Whereas arsine itself is odorless, owing to its oxidation by air, it is possible to smell a slight garlic or fish-like scent when the compound is present above 0.5 ppm. This compound is kinetically stable: at room temperature it decomposes only slowly. At temperatures of ca. 230&n ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Stibine
Stibine (IUPAC name: stibane) is a chemical compound with the formula SbH3. A pnictogen hydride, this colourless, highly toxic gas is the principal covalent hydride of antimony, and a heavy analogue of ammonia. The molecule is pyramidal with H–Sb–H angles of 91.7° and Sb–H distances of 170.7 pm (1.707 Å). This gas has an offensive smell like hydrogen sulfide (rotten eggs). Preparation SbH3 is generally prepared by the reaction of Sb3+ sources with H− equivalents: :2 Sb2O3 + 3 LiAlH4 → 4 SbH3 + 1.5 Li2O + 1.5 Al2O3 :4 SbCl3 + 3 NaBH4 → 4 SbH3 + 3 NaCl + 3 BCl3 Alternatively, sources of Sb3− react with protonic reagents (even water) to also produce this unstable gas: :Na3Sb + 3 H2O → SbH3 + 3 NaOH Properties The chemical properties of SbH3 resemble those for AsH3. Typical for a heavy hydride (e.g. AsH3, H2Te, SnH4), SbH3 is unstable with respect to its elements. The gas decomposes slowly at room temperature but rapidly at 200 °C: ::2 SbH3 → 3 H2 + 2 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pyrophoric
A substance is pyrophoric (from grc-gre, πυροφόρος, , 'fire-bearing') if it ignites spontaneously in air at or below (for gases) or within 5 minutes after coming into contact with air (for liquids and solids). Examples are organolithium compounds and triethylborane. Pyrophoric materials are often water-reactive as well and will ignite when they contact water or humid air. They can be handled safely in atmospheres of argon or (with a few exceptions) nitrogen. Fire Classes#Metal, Class D fire extinguisher#Class D dry powder and other agents for metal fires, fire extinguishers are designated for use in fires involving pyrophoric materials. A related concept is hypergolic propellant, hypergolicity, in which two compounds spontaneously ignite when mixed. Uses The creation of spark (fire), sparks from metals is based on the pyrophoricity of small metal particles, and pyrophoric alloys are made for this purpose. The sparking mechanisms in lighters and various toys, using fe ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
