Bis(2-furyl)chlorophosphine

Base Information

• Chemical Name: Bis(2-furyl)chlorophosphine
• CAS No.: 181257-35-2
• Molecular Formula: C8H6 Cl O2 P
• Molecular Weight: 200.561
• European Community (EC) Number: 631-474-2
• DSSTox Substance ID: DTXSID30408373
• Nikkaji Number: J2.018.457D
• Wikidata: Q82213839
• Mol file: 181257-35-2.mol

Synonyms:BIS(2-FURYL)CHLOROPHOSPHINE;181257-35-2;chloro-bis(furan-2-yl)phosphane;Bis(2-furyl)phosphine chloride;Chlorodi(2-furyl)phosphine;Phosphinous chloride, P,P-di-2-furanyl-;Di-2-furanylphosphinous chloride;chlorodifuran-2-ylphosphine;Di(2-furyl)chlorophosphine;SCHEMBL1784193;DTXSID30408373;AKOS015910836;Bis(2-furyl)phosphine chloride, 85%;CS-0203224;FT-0749907;J-011577

Chemical Property of Bis(2-furyl)chlorophosphine

Chemical Property:

• Vapor Pressure: 0.0114mmHg at 25°C
• Refractive Index: 1.5930
• Boiling Point: 102-104℃/14mm
• Flash Point: 102-104℃/14mm
• PSA: 39.87000
• Density: g/cm³
• LogP: 2.45910
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 199.9793941
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

98%Min ^*data from raw suppliers

Bis(2-furyl)phosphine chloride 85% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)P(C2=CC=CO2)Cl
• Uses: Reactant for synthesis of:Centrostereogenic 1,3-bidentate ferrocenyldiphosphane ligandsFerrocene-based chiral diphosphinePhosphine containing amino acidsReactant for:α-Arylation of aldehydesStereoselective [2,3] sigmatropic rearrangement of acyclic allylic phosphinitesHydrophosphination of functionalized alkenes

Technology Process of Bis(2-furyl)chlorophosphine

There total 3 articles about Bis(2-furyl)chlorophosphine 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: 53.0%

2-lithiofuran (2786-02-9) → di(2-furyl)chlorophosphine (181257-35-2)

Guidance literature:

With phosphorus trichloride; In diethyl ether; hexane; at -78 - 20 ℃;

DOI:10.1016/S0957-4166(01)00035-0

Reference yield: 46.1%

furan (110-00-9) → di(2-furyl)chlorophosphine (181257-35-2)

Guidance literature:

furan; With n-butyllithium; In diethyl ether; at -78 - 20 ℃; for 2.5h;

With diethylphosphoramidous dichloride; In diethyl ether; at 0 ℃;

With hydrogenchloride; In diethyl ether; water; at 0 ℃; for 3h;

DOI:10.1021/om500400a

Reference yield: 14.0%

2,2'-(N,N-diethylaminophosphiniden)bisfuran (444313-00-2) → di(2-furyl)chlorophosphine (181257-35-2)

Guidance literature:

With hydrogenchloride; In diethyl ether; at -20 ℃; for 0.0833333h;

DOI:10.1016/S0040-4020(02)00143-6

upstream raw materials:

2-lithiofuran

2,2'-(N,N-diethylaminophosphiniden)bisfuran

furan

Downstream raw materials:

1-(4-(dicyclohexylphosphino)phenyl)-2-(di-2-furylphosphino)-4,5-dimethyl-1H-imidazole

1-(4-(diphenylphosphino)phenyl)-2-(di-2-furylphosphino)-4,5-dimethyl-1H-imidazole

2,2'-(phenylphosphiniden)bisfuran

bis[2-di(furan-2-yl)phosphinophenyl](methyl)silane

Refernces

• 1、 Andersen, Neil G.,McDonald, Robert,Keay, Brian A.. "Synthesis, resolution and application of 2,2′-bis(di-2-furylphosphino)-1,1′-binaphthalene". . p. 263 - 269. Retrieved 2001.
• 2、 M?rkl, Gottfried,Amrhein, Jürgen,Stoiber, Thomas,Striebl, Ulrich,Kreitmeier, Peter. "5,16-Dialkyl(diaryl)-5,16-dihydro-5,16-diphospha-tetraepoxy[22]annulene (2.1.2.1)". . p. 2551 - 2567. Retrieved 2007/10/03.