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( Organophosphorus) Organophosphorus compounds are chemical compounds containing carbon-phosphorus bonds. Organophosphorus chemistry is the corresponding science exploring the properties and reactivity of organophosphorus compounds. Phosphorus shares group 15 in the periodic table with nitrogen and phosphorus compounds and nitrogen compounds have much in common.[1][2]

Phosphorus can adopt oxidation states -3, -1, 1, 3 and 5. In chemical literature very often compounds with +3 or -3 oxidation state are grouped together as having a (III) oxidation state regardless of sign. In an official and more descriptive nomenclature phosphorus compounds are identified by their coordination number d and their valency ?. In this system a phosphine is a d3?3 compound.

The parent compound of the phosphanes is PH3, called phosphine in the US and UK and phosphane elsewhere.[3] Replacement of one or more protons by an organic residue, gives PH3-xRx, an organophosphine or organophosphane, again depending on the country. The phosphorus atom in phosphanes/phosphines has a formal oxidation state -3 (d3?3) and are the phosphorus analogues of simple amines.

An often used organic phosphine is triphenylphosphine. Like amines, phosphines have a trigonal pyramidal molecular geometry although with larger angles. The C-P-C bond angle is 98.6° for trimethylphosphine increasing to 109.7° when the methyl groups are replaced by tert-butyl groups. Commonly the size of these ligands are described by the parameter called cone angle.

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