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Triphenylarsine

Triphenylarsine

General
Systematic name	Triphenylarsine
Other names	Triphenylarsane
Molecular formula	C₁₈H₁₅As
SMILES	?
Molar mass	306.23 g/mol
Appearance	colorless solid
CAS number	[603-32-7]
Properties
Density and phase	1.395 g/cm³
Solubility in water	insoluble
Other solvents	benzene, methylene chloride
Melting point	61 °C
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Structure
Coordination geometry	?
Crystal structure	triclinic
Dipole moment	? D
Hazards
MSDS	External MSDS
Main hazards	toxic
NFPA 704
Flash point	? °C
R/S statement	R: 23/25-50/53 S: 20/21-28-45-60-61
RTECS number	CH8942500
Supplementary data page
Structure and properties	n, ε_r, etc.
Thermodynamic data	Phase behaviour Solid, liquid, gas
Spectral data	UV, IR, NMR, MS
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]

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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. "Tetraphenylarsonium Chloride Hydrochloride” Organic Syntheses, Collected Volume 4, page 910, 1963. http://www.orgsyn.org/orgsyn/pdfs/CV4P0910.pdf

Categories: Aromatic compounds | Arsenic compounds