Triphenylarsine
From Wikipedia, the free encyclopedia
| Triphenylarsine | |
|---|---|
 |
|
| IUPAC name | triphenylarsane, tribenzenidoarsenic |
| Other names | Triphenylarsine |
| Identifiers | |
| CAS number | [603-32-7] |
| RTECS number | CH8942500 |
| Properties | |
| Molecular formula | C18H15As |
| Molar mass | 306.23 g/mol |
| Appearance | colorless solid |
| Density | 1.395 g/cm3 |
| Melting point |
61 °C |
| Solubility in water | insoluble |
| Solubility in other solvents | benzene, methylene chloride |
| Structure | |
| Crystal structure | triclinic |
| Hazards | |
| Main hazards | toxic |
| R-phrases | 23/25-50/53 |
| S-phrases | 20/21-28-45-60-61 |
| Related compounds | |
| Related compounds | Triphenylphosphine |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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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]
This compound is prepared by the reaction of arsenic trichloride with chlorobenzene using sodium as the reducing agent:[2]
- AsCl3 + 3 PhCl + 6 Na → AsPh3 + 6 NaCl
[edit] Uses
AsPh3 is the precursor to tetraphenylarsonium chloride, [AsPh4]Cl, a popular precipitating agent.[2]
AsPh3 forms complexes with low valent metals that are analogous to the corresponding triphenylphosphine derivatives, such as IrCl(CO)(AsPh3)2 and RhCl(AsPh3)3.
[edit] References
- ^ Mazhar-ul-Haque, Hasan A. Tayim, Jamil Ahmed, and William Horne "Crystal and molecular structure of triphenylarsine" Journal of Chemical Crystallography Volume 15, Number 6 / 1985. DOI 10.1007/BF01164771
- ^ a b Shriner, R. L.; Wolf, C. N. "Tetraphenylarsonium Chloride Hydrochloride” Organic Syntheses, Collected Volume 4, page 910, 1963. http://www.orgsyn.org/orgsyn/pdfs/CV4P0910.pdf
