Xantphos based ligand

Base Information

• Chemical Name: Xantphos based ligand
• CAS No.: 349100-75-0
• Molecular Formula: C31H52N4OP2
• Molecular Weight: 558.728
• DSSTox Substance ID: DTXSID60514613
• Nikkaji Number: J1.630.131K
• Wikidata: Q72472356
• Mol file: 349100-75-0.mol

Synonyms:Xantphos based ligand;349100-75-0;P,P'-(9,9-DIMETHYL-9H-XANTHENE-4,5-DIYL)BIS[N,N,N',N'-TETRAETHYL-PHOSPHONOUS DIAMIDE];N-[[5-[bis(diethylamino)phosphanyl]-9,9-dimethylxanthen-4-yl]-(diethylamino)phosphanyl]-N-ethylethanamine;SCHEMBL9000104;DTXSID60514613;MFCD13182459;CS-W011459;AS-74090;J-019799;4,5-Bis[bis(diethylamino)phosphino]-9,9-dimethylxanthene;P,P''-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[N,N,N',N'-tetraethyl(phosphonous diamide)];({5-[BIS(DIETHYLAMINO)PHOSPHANYL]-9,9-DIMETHYL-9H-XANTHEN-4-YL}(DIETHYLAMINO)PHOSPHANYL)DIETHYLAMINE;P,P'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[N,N,N',N'-tetraethyl-phosphonous diamide], 97%;P,P'-(9,9-DIMETHYL-9H-XANTHENE-4,5-DIYL)BIS[N,N,N',N'-TETRAETHYL-PHOSPHONOUSDIAMIDE]

Chemical Property of Xantphos based ligand

Chemical Property:

• Melting Point: 99-104°C
• Boiling Point: 627.9±55.0 °C(Predicted)
• PKA: 7.20±0.40(Predicted)
• PSA: 49.37000
• LogP: 7.35980
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 14
• Exact Mass: 558.36163629
• Heavy Atom Count: 38
• Complexity: 603

Purity/Quality:

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

P,P′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[N,N,N′,N′-tetraethyl-phosphonous diamide] 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)P(C1=CC=CC2=C1OC3=C(C2(C)C)C=CC=C3P(N(CC)CC)N(CC)CC)N(CC)CC

Technology Process of Xantphos based ligand

There total 1 articles about Xantphos based ligand 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: 63.0%

9,9-dimethylxanthene (19814-75-6) + bis(diethylamino)chlorophosphine (685-83-6) → P,P′-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis[N,N,N′,N′-tetraethylphosphonous diamide] (349100-75-0)

Guidance literature:

9,9-dimethylxanthene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; hexane; at -40 - 20 ℃;

bis(diethylamino)chlorophosphine; In diethyl ether; hexane; pentane; at -60 - 20 ℃; Further stages.;

DOI:10.1002/adsc.200303240

Reference yield: 85.0%

3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol (6390-69-8) + P,P′-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis[N,N,N′,N′-tetraethylphosphonous diamide] (349100-75-0) → 4,5-bis-{dibenzo[d,f]-2,4,3',5'-tetra-tert-butyl[1,3,2]dioxaphosphepino}-9,9-dimethyl-9H-xanthene (404873-89-8)

Guidance literature:

With 1H-tetrazole; In diethylene glycol dimethyl ether; at 135 ℃; for 96h;

DOI:10.1002/adsc.200303240

upstream raw materials:

9,9-dimethylxanthene

bis(diethylamino)chlorophosphine

Downstream raw materials:

4,5-bis-{dibenzo[d,f]-2,4,3',5'-tetra-tert-butyl[1,3,2]dioxaphosphepino}-9,9-dimethyl-9H-xanthene

Refernces

• 1、 Wang, Mao-Rui,Deng, Li,Liu, Guo-Chen,Wen, Ling,Wang, Jin-Ge,Huang, Ke-Bin,Tang, Hai-Tao,Pan, Ying-Ming. "Porous organic polymer-derived nanopalladium catalysts for chemoselective synthesis of antitumor benzofuro[2,3-b]pyrazine from 2-Bromophenol and Isonitriles". supporting information. p. 4929 - 4932. Retrieved 2019/06/13.
• 2、 -. "Method for catalyzing decarbonylation reaction of furfural derivative by bidentate phosphine ligand polymer supported palladium catalyst". Paragraph 0011. . Retrieved 2018/07/06.