Triphenylarsine

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Triphenylarsine
Ball-and-stick model of 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

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

  1. ^ 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. ^ 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
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