Ruphos

Base Information

• Chemical Name: Ruphos
• CAS No.: 787618-22-8
• Molecular Formula: C30H43O2P
• Molecular Weight: 466.644
• Hs Code.: 29310099
• UNII: X3474RY19E
• DSSTox Substance ID: DTXSID10584700
• Nikkaji Number: J2.226.608J
• Wikidata: Q27293497
• Mol file: 787618-22-8.mol

Synonyms:787618-22-8;Ruphos;Dicyclohexyl(2',6'-diisopropoxy-[1,1'-biphenyl]-2-yl)phosphine;2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPOXY-1,1'-BIPHENYL;2-Dicyclohexylphosphino-2',6'-diisopropoxybiphenyl;2-DICYCLOHEXYLPHOSPHINO-2',6'-DI-I-PROPOXY-1,1'-BIPHENYL;Ruphos phosphine ligand [MI];2-(Dicyclohexylphosphino)-2',6'-isopropoxybiphenyl;2-Dicyclohexylphosphino-2,6-DI-I-Propoxy-1,1-Biphenyl;X3474RY19E;PHOSPHINE, [2',6'-BIS(1-METHYLETHOXY)[1,1'-BIPHENYL]-2-YL]DICYCLOHEXYL-;Buchwald phosphine ligands, ruphos phosphine ligand-;MFCD06798294;2-(Dicyclohexylphosphino)-2',6'-di-isopropoxy-1,1'-biphenyl;DICYCLOHEXYL(2',6'-DIISOPROPOXYBIPHENYL-2-YL)PHOSPHINE;dicyclohexyl-[2-[2,6-di(propan-2-yloxy)phenyl]phenyl]phosphane;Phosphine, (2',6'-bis(1-methylethoxy)(1,1'-biphenyl)-2-yl)dicyclohexyl-;2-Dicyclohexylphosphino-2',6'-diisopropoxy-1,1'-biphenyl;UNII-X3474RY19E;C30H43O2P;dicyclohexyl-[2-(2,6-diisopropoxyphenyl)phenyl]phosphane;RuPhos, 95%;SCHEMBL16771;DTXSID10584700;AMY11678;BCP21883;dicyclohexyl(2',6'-diisopropoxy-[1,1'-biphenyl]-2-yl)phosphane;AKOS015840829;CS-W007432;HY-W007432;AC-28790;AS-18551;SY009817;D5037;EN300-104842;A853566;2-dicyclohexylphosphino-2',6'-diisopropoxy biphenyl;J-509271;Y-200008;Q27293497;2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1-biphenyl;dicyclohexyl-(2',6'-diisopropoxy-biphenyl-2-yl)-phosphane;2-dicyclohexylphosphino-2',6'-di-iso-propoxy-1,1'-biphenyl;[2',6'-bis(propan-2-yloxy)-[1,1'-biphenyl]-2-yl]dicyclohexylphosphane;{2',6'-bis[(1-methylethyl)oxy]-2-biphenylyl}(dicyclohexyl)phosphane;{2',6'-Bis[(propan-2-yl)oxy][1,1'-biphenyl]-2-yl}(dicyclohexyl)phosphane;2-Dicyclohexylphosphino-2 inverted exclamation mark ,6 inverted exclamation mark -diisopropoxybiphenyl

Chemical Property of Ruphos

Chemical Property:

• Melting Point: 123-124 °C
• Boiling Point: 551.7 °C at 760 mmHg
• Flash Point: 360.7 °C
• PSA: 32.05000
• LogP: 8.70060
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 8.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 466.30006761
• Heavy Atom Count: 33
• Complexity: 516

Purity/Quality:

99% ^*data from raw suppliers

2-(Dicyclohexylphosphino)-2'',6''-di-isopropoxy-1,1''-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=C(C(=CC=C1)OC(C)C)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4
• Uses: suzuki reaction 2-Dicyclohexylphosphino-2',6'-diisopropoxybiphenyl is the ligand used for the palladium-catalyzed coupling of alkyl boronates. Bulky phosphine ligand used in a palladium-catalyzed cross-coupling of aminoethyltrifluoroborate?s with electron-poor aryl bromides.

Technology Process of Ruphos

There total 4 articles about Ruphos 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: 2.24%

chlorodicyclohexylphosphane (16523-54-9) + 2-(2-bromophenyl)-1,3-diisopropyloxybenzene (870703-70-1) → ruphos (787618-22-8)

Guidance literature:

2-(2-bromophenyl)-1,3-diisopropyloxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

chlorodicyclohexylphosphane; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/ja0474493

Reference yield:

1,3-diisopropoxybenzene (79128-08-8) → ruphos (787618-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / hexane / 2.5 h / Heating

1.2: hexane / 1.83 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 2.24 percent / tetrahydrofuran; hexane / -78 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1021/ja0474493

Reference yield:

recorcinol (108-46-3) → ruphos (787618-22-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 95 percent / K₂CO₃ / dimethylformamide / 24 h / 70 °C

2.1: n-BuLi / hexane / 2.5 h / Heating

2.2: hexane / 1.83 h / Heating

3.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 2.24 percent / tetrahydrofuran; hexane / -78 - 20 °C

With n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/ja0474493

upstream raw materials:

chlorodicyclohexylphosphane

2-(2-bromophenyl)-1,3-diisopropyloxybenzene

1,3-diisopropoxybenzene

recorcinol

Downstream raw materials:

(η4-nornornadiene)Rh(2-(dicyclohexylphosphino)-2',6'-diisopropoxy-1,1'-biphenyl)Cl

(6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-5-one

2-(dicyclohexylphosphino)-2',6'-(diisopropoxy)-1,1'-biphenylgold(I) chloride

Refernces

• 1、 Milne, Jacqueline E.,Buchwald, Stephen L.. "An extremely active catalyst for the Negishi cross-coupling reaction". . p. 13028 - 13032. Retrieved 2007/10/03.