Triphenylarsine
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| Triphenylarsine | |
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Triphenylarsane |
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Other names
Tribenzenidoarsenic |
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| Identifiers | |
| CAS number | 603-32-7  |
| PubChem | 11773 |
| ChemSpider | 11280 |
| EC number | 210-032-9 |
| UN number | 3465 |
| RTECS number | CH8942500 |
| Jmol-3D images | Image 1 Image 2 |
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| Properties | |
| Molecular formula | C18H15As |
| Molar mass | 306.23 g mol−1 |
| Appearance | Colourless solid |
| Density | 1.395 g cm−3 |
| Melting point |
58-61 °C, 331-334 K, 136-142 °F |
| Boiling point |
373 °C, 646 K, 703 °F (at 760 mmHg) |
| Structure | |
| Crystal structure | Triclinic |
| Hazards | |
| EU classification |  T N |
| R-phrases | R23/25, R50/53 |
| S-phrases | S20/21, S28, S45, S60, S61 |
| Related compounds | |
| Related organoarsanes | Trimethylarsine |
| Related compounds | Triphenylamine |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
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
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.
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. (1963), "Tetraphenylarsonium Chloride Hydrochloride", Org. Synth.; Coll. Vol. 4: 910 article
