Bis(diphenylphosphino)methane

Base Information

• Chemical Name: Bis(diphenylphosphino)methane
• CAS No.: 2071-20-7
• Molecular Formula: C25H22P2
• Molecular Weight: 384.397
• Hs Code.: 29310095
• European Community (EC) Number: 218-194-2
• NSC Number: 147767
• UNII: I5O2HZR38V
• DSSTox Substance ID: DTXSID10174766
• Nikkaji Number: J106.008B
• Wikipedia: Bis(diphenylphosphino)methane
• Wikidata: Q419624
• ChEMBL ID: CHEMBL307780
• Mol file: 2071-20-7.mol

Synonyms:Phosphine,methylenebis[diphenyl- (6CI,7CI,8CI,9CI);DPPM;DPPM (phosphine derivative);Methanediylbis[diphenylphosphine];Methylenebis[diphenylphosphine];NSC 147767;Tetraphenylmethylenediphosphine;

Chemical Property of Bis(diphenylphosphino)methane

Chemical Property:

• Appearance/Colour: White powder or crystalline powder
• Vapor Pressure: 1.55E-09mmHg at 25°C
• Melting Point: 118-119 °C(lit.)
• Boiling Point: 497.2 °C at 760 mmHg
• Flash Point: 270.2 °C
• PSA: 27.18000
• LogP: 5.20970
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 384.11967470
• Heavy Atom Count: 27
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

Bis(Diphenylphosphino)methane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: C1=CC=C(C=C1)P(CP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4
• Uses: suzuki reaction It is applied as an organic synthesis catalyst. It is also used as an intermediate in flavor and fragrances.

Technology Process of Bis(diphenylphosphino)methane

There total 27 articles about Bis(diphenylphosphino)methane 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%

methanol (67-56-1) + methylenebis(diphenylphosphane)-borane(1:2) (24442-15-7) → Trimethyl borate (121-43-7,63156-11-6) + bis-diphenylphosphinomethane (2071-20-7)

Guidance literature:

In toluene; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.05.063

Reference yield: 95.0%

diphenylphosphane (829-85-6) + 1,1-dibromomethane (74-95-3) → bis-diphenylphosphinomethane (2071-20-7)

Guidance literature:

With cesium hydroxide; 4 Angstroem MS; In N,N-dimethyl-formamide; at 23 ℃; for 16h;

DOI:10.1016/j.tetlet.2003.09.117

Reference yield: 91.0%

ethanol (64-17-5) + methylenebis(diphenylphosphane)-borane(1:2) (24442-15-7) → triethyl borate (150-46-9) + bis-diphenylphosphinomethane (2071-20-7)

Guidance literature:

Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.05.063

upstream raw materials:

chloro-diphenylphosphine

chloroform

potassium diphenylphosphine

(diphenylphosphinomethyl)diphenylphosphine sulphide

Downstream raw materials:

Tris(diphenylphosphino)methan

C₃₇H₃₁P₃

1,1,3,3-Tetraphenyl-1,3-diphosphoniacyclohexan-dibromid

5-hydroxy-1,1,3,3-tetraphenyl-[1,3]diphosphinanediium; dibromide

Refernces

New rhodium(I) supramolecular structures containing pyridyl and bipyridyl ligands

10.1016/j.jorganchem.2009.08.014

The research explores the self-assembly of rhodium(I) metallosupramolecular structures using [RhCl(CO)2]2 as an acceptor unit. Key chemicals involved in the research include [RhCl(CO)2]2, alkynylgold complex [Au(C?CC5H4N)(CNC6H4O(O)CC6H4OC10H21)], 4-ethynylpyridine, 4,4'-bipyridine, and diphosphines such as 1,4-bis(diphenylphosphino)butane (dppb) and 1,1-bis-(diphenylphosphino)methane (dppm). The study investigates the formation of various rhodium complexes through reactions with these chemicals, resulting in the creation of mono-, bi-, and three-dimensional structures. Notably, an unexpected isonitrile transfer from gold to rhodium centers was observed, and the influence of diphosphine bite angles on the final product structures was demonstrated. The research also includes the use of PM3 semi-empirical methods to optimize the geometry of the synthesized compounds, particularly focusing on the potential applications of these structures in catalysis and molecular recognition.

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