Tetraphenyldiphosphine

Base Information

• Chemical Name: Tetraphenyldiphosphine
• CAS No.: 1101-41-3
• Molecular Formula: C24H20P2
• Molecular Weight: 370.37
• Hs Code.: 29310099
• European Community (EC) Number: 214-155-9
• DSSTox Substance ID: DTXSID60149141
• Nikkaji Number: J217.215A
• Wikipedia: Tetraphenyldiphosphine
• Wikidata: Q80294068
• ChEMBL ID: CHEMBL68039
• Mol file: 1101-41-3.mol

Synonyms:Tetraphenylbiphosphine;Tetraphenyldiphosphine;1101-41-3;diphenylphosphanyl(diphenyl)phosphane;Diphosphine, tetraphenyl-;EINECS 214-155-9;CHEMBL68039;SCHEMBL518737;1,1,2,2-tetraphenyldiphosphine;DTXSID60149141;1,1,2,2-Tetraphenyl-diphosphane;C24H20P2;1,1,2,2-Tetraphenyldiphosphane #;MFCD00003042;AKOS015913247;C24-H20-P2;FT-0652533

Chemical Property of Tetraphenyldiphosphine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 6.94E-10mmHg at 25°C
• Melting Point: 120-122 °C
• Boiling Point: 258-260 °C
• Flash Point: 273.1 °C
• PSA: 27.18000
• LogP: 5.16720
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 370.10402463
• Heavy Atom Count: 26
• Complexity: 311

Purity/Quality:

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

Tetraphenylbiphosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,F
• Statements: 36/37/38-17
• Safety Statements: 37/39-26-36/37/39-16-6

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)P(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of Tetraphenyldiphosphine

There total 196 articles about Tetraphenyldiphosphine 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: 90.0%

1-bromo-butane (109-65-9) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → Tetraphenyldiphosphin (1101-41-3) + n-butyl-diphenylphosphane (6372-41-4)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; tetra-(n-butyl)ammonium iodide; In various solvent(s); Yields of byproduct given; Ambient temperature; elektrochemical reaction, anode Mg bar, cathode stainless steel; var. solv.;

DOI:10.1016/S0040-4039(00)96000-3

Reference yield: 78.0%

bromobenzene (108-86-1,52753-63-6) + sodium diphenylphosphide (4376-01-6) → triphenylphosphine (603-35-0) + Tetraphenyldiphosphin (1101-41-3)

Guidance literature:

With 15-crown-5; In tetrahydrofuran; at 25 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.organomet.0c00295

Reference yield: 73.0%

iodobenzene (591-50-4) + sodium diphenylphosphide (4376-01-6) → triphenylphosphine (603-35-0) + Tetraphenyldiphosphin (1101-41-3)

Guidance literature:

With 15-crown-5; In tetrahydrofuran; at 25 ℃; for 0.5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.organomet.0c00295

upstream raw materials:

diphenyldiphosphene

chloro-diphenylphosphine

diphenylphosphane

chlorodicyclohexylphosphane

Downstream raw materials:

diphenylphosphane

diphenyl(triethylsilyl)phosphine

C₂₅H₂₃PSi

C₂₀H₂₁PSi

Refernces

• 1、 Riesel, L.,Haenel, J.,Ohms, G.. "ZUR DISPROPORTIONIERUNG DER PHENYLFLUOROPHOSPHANE (C6H5)2PF UND (C6H5)PF2". . p. 335 - 340. Retrieved 1988.
• 2、 Karsch,Witt. "Phosphinomethanides and group 15 element halides: Redox reactions, rearrangements and novel heterocycles". . p. 151 - 169. Retrieved 1997.
• 3、 Wang, Dongyang,Chen, Qi,Leng, Xuebing,Deng, Liang. "Reactions of Low-Coordinate Cobalt(0)-N-Heterocyclic Carbene Complexes with Primary Aryl Phosphines". . p. 15600 - 15609. Retrieved 2018.
• 4、 Cossairt, Brandi M.,Cummins, Christopher C.. "Radical synthesis of trialkyl, triaryl, trisilyl and tristannyl phosphines from P4". . p. 1533 - 1536. Retrieved 2010.
• 5、 Dobrovetsky, Roman,Takeuchi, Katsuhiko,Stephan, Douglas W.. "Metal-free Lewis acid mediated dehydrocoupling of phosphines and concurrent hydrogenation". . p. 2396 - 2398. Retrieved 2015.
• 6、 Kaniewska, Kinga,Dragulescu-Andrasi, Alina,Ponikiewski, ?ukasz,Pikies, Jerzy,Stoian, Sebastian A.,Grubba, Rafa?. "Syntheses, Structures and Reactivity of Terminal Phosphido Complexes of Iron(II) Supported by a β-Diketiminato Ligand". . p. 4298 - 4308. Retrieved 2018.
• 7、 Yogendra, Sivathmeehan,Chitnis, Saurabh S.,Hennersdorf, Felix,Bodensteiner, Michael,Fischer, Roland,Burford, Neil,Weigand, Jan J.. "Condensation Reactions of Chlorophosphanes with Chalcogenides". . p. 1854 - 1860. Retrieved 2016.
• 8、 Paciorek, K. J. L.,Nakahara, J. H.,Kratzer, R. H.. "REACTIONS OF PERFLUORONITRILES. III. INTERACTIONS WITH DIPENYLPHOSPHINE". . p. 289 - 296. Retrieved 1985.
• 9、 Cartlidge, Ashleigh J.,Matthews, Peter D.. "Indium(III) promoted oxidative P-P coupling of silylphosphines". . . Retrieved 2022/01/28.
• 10、 Oberdorf, Kai,Hanft, Anna,Ramler, Jacqueline,Krummenacher, Ivo,Bickelhaupt, F. Matthias,Poater, Jordi,Lichtenberg, Crispin. "Bismuth Amides Mediate Facile and Highly Selective Pn–Pn Radical-Coupling Reactions (Pn=N, P, As)". supporting information. p. 6441 - 6445. Retrieved 2021/02/01.