2-(Diphenylphosphoryl)ethyl(diphenyl)phosphine oxide

Base Information

• Chemical Name: 2-(Diphenylphosphoryl)ethyl(diphenyl)phosphine oxide
• CAS No.: 4141-50-8
• Molecular Formula: C26H24 O2 P2
• Molecular Weight: 430.423
• Hs Code.: 2902909090
• NSC Number: 88641
• DSSTox Substance ID: DTXSID80961665
• Nikkaji Number: J517.545C
• Wikidata: Q82943124
• ChEMBL ID: CHEMBL304100
• Mol file: 4141-50-8.mol

Synonyms:4141-50-8;2-(DIPHENYLPHOSPHORYL)ETHYL(DIPHENYL)PHOSPHINE OXIDE;[2-diphenylphosphorylethyl(phenyl)phosphoryl]benzene;(2-diphenylphosphorylethyl-phenyl-phosphoryl)benzene;Phosphine oxide, ethylenebis[diphenyl-;CHEMBL304100;SCHEMBL2381086;DTXSID80961665;YIMUMKVZUBHTPB-UHFFFAOYSA-N;1,2-Bis(diphenylphosphinyl)ethane;Ethylenebis(diphenylphosphine oxide);NSC88641;1,2-bis(diphenylphosphinoyl)-ethane;NSC-88641;AKOS016034579;1,2-Bis(diphenylphosphino)ethane dioxide;1,2-Ethylenebis(diphenylphosphine oxide);1,2-Ethanediylbis[diphenylphosphine oxide];Ethane-1,2-diylbis(diphenylphosphine oxide);Phosphine oxide, 1,2-ethanediylbis[diphenyl-;[2-(Diphenylphosphoryl)ethyl](diphenyl)phosphine oxide;[2-(Diphenylphosphoryl)ethyl](diphenyl)phosphine oxide #;(Ethane-1,2-diyl)bis[oxo(diphenyl)-lambda~5~-phosphane]

Chemical Property of 2-(Diphenylphosphoryl)ethyl(diphenyl)phosphine oxide

Chemical Property:

• Vapor Pressure: 9.74E-12mmHg at 25°C
• Boiling Point: 553.7°C at 760 mmHg
• Flash Point: 288.7°C
• PSA: 53.76000
• Density: 1.21g/cm³
• LogP: 5.01460
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 430.12515400
• Heavy Atom Count: 30
• Complexity: 509

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Diphenylphosphoryl)ethyl(diphenyl)phosphine oxide

There total 62 articles about 2-(Diphenylphosphoryl)ethyl(diphenyl)phosphine oxide 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: 95.0%

1,2-dichloro-ethane (107-06-2,52399-93-6) + Diphenylphosphine oxide (4559-70-0) → 1,2-bis(diphenylphosphinoyl)ethane (4141-50-8)

Guidance literature:

With potassium hydroxide; tetra-(n-butyl)ammonium iodide; In benzene; at 80 ℃; for 2h;

DOI:10.1055/s-1986-31510

Reference yield: 92.0%

2-Chloroacrylic acid (598-79-8) + Diphenylphosphine oxide (4559-70-0) → 1,2-bis(diphenylphosphinoyl)ethane (4141-50-8)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; In water; benzene; at 60 - 65 ℃; for 1h;

DOI:10.1023/B:RUGC.0000016011.48284.9f

Reference yield: 89.0%

diphenylphosphine oxide (24630-80-6) + diphenyl(2-phenoxyethyl)phosphine oxide (23901-68-0) → 1,2-bis(diphenylphosphinoyl)ethane (4141-50-8)

Guidance literature:

With potassium hydroxide; In water; dimethyl sulfoxide; at 60 ℃; for 0.5h; Inert atmosphere;

DOI:10.1080/10426507.2021.1939346

upstream raw materials:

1,2-bis-(diphenylphosphino)ethane

oxirane

chloro-diphenylphosphine

Diphenylphosphine oxide

Downstream raw materials:

Ethan-1,2-bis-

(-)-(2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(dicyclohexylphosphino)butane

(+)-(2S,3S)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(dicyclohexylphosphino)butane

(4R,5S)-4,5-Bis-[(dicyclohexylphosphanyl)-methyl]-2,2-dimethyl-[1,3]dioxolane

Refernces

• 1、 Cristau,Virieux. "Anomalous reactivity of diphenylhydroxymethylphosphine oxide in the synthesis of a phosphorylated ether by oxa-Michael reaction". . p. 703 - 706. Retrieved 1999.
• 2、 Khachatryan,Kotikyan,Hachikyan,Panosyan,Mirzakhanyan,Indzhikyan. "Reaction of haloacrylic acids with phosphorus nucleophiles". . p. 1506 - 1510. Retrieved 2003.
• 3、 Levason, William,Patel, Rina,Reid, Gillian. "Catalytic air oxidation of tertiary arylphosphines in the presence of tin(IV) iodide". . p. 280 - 282. Retrieved 2003.
• 4、 Landais, Yannick,Laye, Claire,Lusseau, Jonathan,Robert, Frédéric. "The Trityl-Cation Mediated Phosphine Oxides Reduction". supporting information. p. 3035 - 3043. Retrieved 2021/05/10.
• 5、 Leung, Pak-Hing,Li, Yongxin,Pullarkat, Sumod A.,Tay, Wee Shan,Yang, Xiang-Yuan. "Air-stable phosphine organocatalysts for the hydroarsination reaction". supporting information. . Retrieved 2020/03/18.