Triphenylarsine
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| Names | |
|---|---|
| IUPAC name
Triphenylarsane | |
| Other names
Tribenzenidoarsenic Triphenylarsine | |
| Identifiers | |
603-32-7  | |
| 3D model (Jmol) | Interactive image Interactive image |
| ChemSpider | 11280 |
| ECHA InfoCard | 100.009.121 |
| EC Number | 210-032-9 |
| PubChem | 11773 |
| RTECS number | CH8942500 |
| UN number | 3465 |
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| Properties | |
| C18H15As | |
| Molar mass | 306.24 g·mol−1 |
| Appearance | Colourless solid |
| Density | 1.395 g cm−3 |
| Melting point | 58 to 61 °C (136 to 142 °F; 331 to 334 K) |
| Boiling point | 373 °C (703 °F; 646 K) at 760 mmHg |
| Insoluble | |
| Solubility | Soluble in ethyl ether, benzene, slightly soluble in ethanol |
| Structure | |
| Triclinic | |
| Hazards | |
| EU classification (DSD) |
 T N |
| R-phrases | R23/25, R50/53 |
| S-phrases | S20/21, S28, S45, S60, S61 |
| Related compounds | |
| Related organoarsanes |
Trimethylarsine |
| Related compounds |
Triphenylamine |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 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
- 1 2 Shriner, R. L.; Wolf, C. N. (1963). "Tetraphenylarsonium Chloride Hydrochloride". Org. Synth.; Coll. Vol., 4, p. 910 article
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