Triphenylarsine

Base Information

• Chemical Name: Triphenylarsine
• CAS No.: 603-32-7
• Molecular Formula: C18H15As
• Molecular Weight: 306.239
• Hs Code.: 2931 90 00
• European Community (EC) Number: 210-032-9
• NSC Number: 478
• UNII: MN8EZ3FL74
• DSSTox Substance ID: DTXSID4060529
• Nikkaji Number: J44.111B
• Wikipedia: Triphenylarsine
• Wikidata: Q414102
• Mol file: 603-32-7.mol

Synonyms:triphenylarsine

Chemical Property of Triphenylarsine

Chemical Property:

• Appearance/Colour: white or light gray columnar crystals
• Vapor Pressure: 1.98E-05mmHg at 25°C
• Melting Point: 58-61 °C(lit.)
• Refractive Index: 1.6888
• Boiling Point: 373.049 °C at 760 mmHg
• Flash Point: 174.633 °C
• PSA: 0.00000
• Density: 1.225 g/cm³
• LogP: 2.20280
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in methanol. Insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 306.038970
• Heavy Atom Count: 19
• Complexity: 202

Purity/Quality:

98%,99%, ^*data from raw suppliers

Triphenylarsine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 23/25-50/53
• Safety Statements: 20/21-28-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Arsenic Compounds, Organic
• Canonical SMILES: C1=CC=C(C=C1)[As](C2=CC=CC=C2)C3=CC=CC=C3
• Uses: Triphenylarsine is used in certain metal-catalyzed coupling reactions. It is a precursor to tetraphenylarsonium chloride a popular precipitating agent.

Technology Process of Triphenylarsine

There total 150 articles about Triphenylarsine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

triphenylarsineoxide (1153-05-5,856568-31-5) → triphenyl-arsane (603-32-7)

Guidance literature:

With hydrogen; dioxomolybdenum(VI) dichloride; In toluene; at 120 ℃; under 37503.8 Torr;

DOI:10.1016/j.tetlet.2008.12.038

Reference yield: 97.0%

(2-oxo-2-phenylethyl)triphenylarsonium bromide (42350-78-7) + (Z)-4-(4-chlorobenzylidene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (39143-10-7) → 1,2-trans-2,3-dihydro-1-benzoyl-2-(4-chlorophenyl)-7-methyl-5-phenyl-5,6-diaza-spiro[2,4]hept-6-en-4-one + triphenyl-arsane (603-32-7)

Guidance literature:

With potassium fluoride; In chloroform; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2008.03.049

Reference yield: 92.0%

phenyllithium (591-51-5) → triphenyl-arsane (603-32-7)

Guidance literature:

With arsenic(III) bromide; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.inorgchem.0c00598

upstream raw materials:

bromobenzene

diethyl ether

bis(diphenylarsino)oxide

bis(diphenylarsenic) sulfide

Downstream raw materials:

triphenylmethylarsonium bromide

tetraphenylarsonium iodide

chlorodiphenylarsine

triphenylarsine-p-toluenesulfonylimine

Refernces

• 1、 Bornancini, Esteban R.,Alonso, Ruben A.,Rossi, Roberto A.. "ONE POT SYNTHESIS FROM THE ELEMENTS OF SYMMETRICAL AND UNSYMMETRICAL TRIARYL-PHOSPINES, -ARSINES AND -STIBINES BY THE SRN1 MECHANISM". . p. 177 - 184. Retrieved 1984.
• 2、 Ren, Zhongjiao,Cao, Weiguo,Tong, Weiqi,Chen, Jie,Wang, Changqing. "Highly stereoselective synthesis of cyclopropyl heterocycles via cyclopropanation of olefin with arsonium salt". . p. 85 - 90. Retrieved 2008.
• 3、 Moeller, Kevin D.,Wu, Tiandi. "Organic Electrochemistry: Expanding the Scope of Paired Reactions". supporting information. p. 12883 - 12890. Retrieved 2021/05/07.
• 4、 Tanaka, Susumu,Imoto, Hiroaki,Kato, Takuji,Naka, Kensuke. "A practical method for the generation of organoarsenic nucleophiles towards the construction of a versatile arsenic library". supporting information. p. 7937 - 7940. Retrieved 2016/06/09.