- Triphenylarsine
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Triphenylarsine TriphenylarsaneOther namesTribenzenidoarsenic
TriphenylarsineIdentifiers 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- C1=CC=C(C=C1)[As](C1=CC=CC=C1)C1=CC=CC=C1
c1ccc(cc1)[As](c2ccccc2)c3ccccc3
Properties Molecular formula C18H15As Molar mass 306.23 g mol−1 Exact mass 306.038971897 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 175 °C, 448 K, 347 °F (at 1.5 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
Triphenylborane
Triphenylphosphine
Triphenylstibine(verify) (what is: / ?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)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., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv4p0910; Coll. Vol. 4: 910
Categories:- Aromatic compounds
- Monoarsanes
- C1=CC=C(C=C1)[As](C1=CC=CC=C1)C1=CC=CC=C1
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