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Phosphine (IUPAC name: phosphane) is a colorless, flammable, highly toxic compound with the chemical formula P H 3, 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 (P 2 H 4).
Tributylphosphine is the organophosphorus compound with the chemical formula P(CH 2 CH 2 CH 2 CH 3) 3, often abbreviated as PBu 3.It is a tertiary phosphine.It is an oily liquid at room temperature, with a nauseating odor.
Organophosphines, like phosphine itself, are pyramidal molecules with approximate C 3v symmetry. The C–P–C bond angles are approximately 98.6°. [3] 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.
Phosphine oxide is the inorganic compound with the formula H 3 PO. Although stable as a dilute gas, liquid or solid samples are unstable. Unlike many other compounds of the type PO x H y, H 3 PO is rarely discussed and is not even mentioned in major sources on main group chemistry.
Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C 6 H 5) 3 and often abbreviated to P Ph 3 or Ph 3 P. It is versatile compound that is widely used as a reagent in organic synthesis and as a ligand for transition metal complexes, including ones that serve as catalysts in organometallic chemistry.
Compounds related to phosphine oxides include phosphine imides (R 3 PNR') and related chalcogenides (R 3 PE, where E = S, Se, Te). These compounds are some of the most thermally stable organophosphorus compounds. In general, they are less basic than the corresponding phosphine oxides, which can adduce to thiophosphoryl halides: [7]: 73
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Use of trichlorosilane is a standard laboratory method. Industrial routes use phosgene or equivalent reagents, which produce chlorotriphenylphosphonium chloride, which is separately reduced. [11] For chiral phosphine oxides, deoxygenation can proceed with retention or inversion of configuration.
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