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Thermo Scientific Chemicals
Triphenylarsine, 97%
CAS: 603-32-7 | C18H15As | 306.24 g/mol
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Chemical Identifiers
CAS603-32-7
IUPAC Nametriphenylarsane
Molecular FormulaC18H15As
InChI KeyBPLUKJNHPBNVQL-UHFFFAOYSA-N
SMILESC1=CC=C(C=C1)[As](C1=CC=CC=C1)C1=CC=CC=C1
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Specifications
Specification Sheet
Specification SheetFormCrystals or powder or crystalline powder or lumps
Assay (GC)≥96.0%
Identification (FTIR)Conforms (non-U.S. specification)
Melting Point56.0-65.0°C (non-U.S. specification)
Appearance (Color)White to pale yellow
Triphenylarsine is used in certain metal-catalyzed coupling reactions. It is a precursor to tetraphenylarsonium chloride a popular precipitating agent.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Triphenylarsine is used in certain metal-catalyzed coupling reactions. It is a precursor to tetraphenylarsonium chloride a popular precipitating agent.
Solubility
Soluble in methanol. Insoluble in water.
Notes
Handle and store under inert gas. Incompatible materials are Strong oxidizing agents.
Triphenylarsine is used in certain metal-catalyzed coupling reactions. It is a precursor to tetraphenylarsonium chloride a popular precipitating agent.
Solubility
Soluble in methanol. Insoluble in water.
Notes
Handle and store under inert gas. Incompatible materials are Strong oxidizing agents.
RUO – Research Use Only
General References:
- Raj K. Poddar; I.P. Khullar; Umesh Agarwala. Some ruthenium(III) complexes with triphenylarsine.Inorganic and Nuclear Chemistry Letters.1974, 10 221-227.
- Clifford R. Kistner; Jon D. Blackman; William C. Harris. Preparation and properties of some triphenylarsine- and triphenyl-stibine-stabilized organoplatinum(II) compounds.Inorg. Chem.1969, 8 (10), 2165-2167.
- Can be cleaved to sodium diphenylarsenide by Na metal. A mole of PhNa is also produced, but can be selectively destroyed by protonation with NH4Br: Chem. Ber., 100, 1230 (1967). For use in the preparation of chelating ligands, see: Synthesis, 350 (1979). Similarly, Li metal gives Li diphenylarsenide: J. Org. Chem., 32, 2627 (1967). For a review of the chemistry of metal arsenides, see: Synthesis, 328 (1974).
- Preferred to phosphines as a ligand in certain metal-catalyzed coupling reactions, e.g. in the Pd catalyzed Stille coupling of aryl stannanes with aryl halides: Tetrahedron Lett., 36, 2191 (1995), of silylated allylic stannanes with alkyl halides: J. Org. Chem., 60, 4647 (1995), the Pd catalyzed homocoupling of organostannanes: Synth. Commun., 27, 641 (1997), the Pd catalyzed coupling of aryl- or alkynylzinc chlorides with alkenyl halides: Synlett, 344 (1995), or the Suzuki coupling of arylboronic acids with sensitive halides: Org. Synth., 75, 69 (1997).