Triphenylarsine
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Names | |
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IUPAC name
Triphenylarsane | |
Other names
Tribenzenidoarsenic Triphenylarsine | |
Identifiers | |
603-32-7 ![]() | |
ChemSpider | 11280 ![]() |
EC number | 210-032-9 |
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Jmol-3D images | Image Image |
PubChem | 11773 |
RTECS number | CH8942500 |
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UN number | 3465 |
Properties | |
Molecular formula |
C18H15As |
Molar mass | 306.23 g·mol−1 |
Appearance | Colourless solid |
Density | 1.395 g cm−3 |
Melting point | 58 °C (136 °F; 331 K) |
Boiling point | 373 °C (703 °F; 646 K) at 760 mmHg |
Insoluble | |
Solubility | Soluble in ethyl ether, benzene, slightly soluble in ethanol |
Structure | |
Crystal structure | Triclinic |
Hazards | |
EU classification | ![]() ![]() |
R-phrases | R23/25, R50/53 |
S-phrases | S20/21, S28, S45, S60, S61 |
Related compounds | |
Related organoarsanes |
Trimethylarsine |
Related compounds |
Triphenylamine |
Except where noted otherwise, data is 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
- ↑ 2.0 2.1 Shriner, R. L.; Wolf, C. N. (1963). "Tetraphenylarsonium Chloride Hydrochloride". Org. Synth.; Coll. Vol. 4, p. 910 article