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Triphenylarsine
Chemical compound From Wikipedia, the free encyclopedia
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Triphenylarsine is the chemical compound with the formula As(C6H5)3. This organoarsenic compound, often abbreviated AsPh3, is a colorless crystalline solid that is used as a ligand and a reagent in coordination chemistry and organic synthesis. The molecule is pyramidal with As-C distances of 1.942–1.956 Å and C-As-C angles of 99.6–100.5°.[1]
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Preparation
Triphenylarsine is prepared by treating phenyl lithium with arsenic tribromide. The method can be used to prepare many analogues with diverse aryl groups.[2]
Triphenylarsine can also be prepared by the Wurtz-like reaction of arsenic trichloride with chlorobenzene using sodium as the reducing agent:[3]
- AsCl3 + 3 PhCl + 6 Na → AsPh3 + 6 NaCl
Reactions
Reaction of triphenylarsine with lithium gives lithium diphenylarsenide and phenyllithium:[4]
- AsPh3 + 2 Li → LiAsPh2 + LiPh
Triphenylarsine is the precursor to tetraphenylarsonium chloride, [AsPh4]Cl, a popular precipitating agent.[3]
Many metal-arsine complexes have been prepared using AsPh3. Examples include IrCl(CO)(AsPh3)2, RhCl(AsPh3)3, and Fe(CO)4(AsPh3).[5]
Treatment of triphenylarsine with hydrogen peroxide gives triphenylarsine oxide: [6]
- AsPh3 + H2O2 → OAsPh3 + H2O
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References
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