2-(Dicyclohexylphosphino)-2'-methylbiphenyl

Base Information

• Chemical Name: 2-(Dicyclohexylphosphino)-2'-methylbiphenyl
• CAS No.: 251320-86-2
• Molecular Formula: C25H33P
• Molecular Weight: 364.511
• Hs Code.: 29310099
• DSSTox Substance ID: DTXSID90370587
• Nikkaji Number: J1.270.946C
• Wikidata: Q72468732
• Mol file: 251320-86-2.mol

Synonyms:251320-86-2;2-(Dicyclohexylphosphino)-2'-methylbiphenyl;2-Dicyclohexylphosphino-2'-methylbiphenyl;MEPHOS;Dicyclohexyl(2'-methyl-[1,1'-biphenyl]-2-yl)phosphine;Dicyclohexyl-[2-(2-methylphenyl)phenyl]phosphane;MFCD03094577;PHOSPHINE, DICYCLOHEXYL(2'-METHYL[1,1'-BIPHENYL]-2-YL)-;dicyclohexyl(2'-methyl-[1,1'-biphenyl]-2-yl)phosphane;Dicyclohexyl-(2'-methyl-biphenyl-2-yl)-phosphane;C25H33P;MePhos, 97%;2-Dicyclohexylphosphino-2 inverted exclamation mark -methylbiphenyl;SCHEMBL197441;2-(DICYCLOHEXYLPHOSPHINO)-2'-METHYL-BIPHENYL;DTXSID90370587;GPVWUKXZFDHGMZ-UHFFFAOYSA-N;AMY11679;BCP22532;AKOS015840824;CS-W009778;GC10137;AC-28787;AS-10122;SY009079;dicyclohexyl-[2-(o-tolyl)phenyl]phosphane;2'-Methyl-2-biphenylyldicyclohexylphosphine;D5035;FT-0657436;2-(Dicyclohexylphosphino)-2`-methylbiphenyl?;A25284;EN300-7400542;J-509273;Y-200009;DICYCLOHEXYL(2'-METHYLBIPHENYL-2-YL)PHOSPHINE;DICYCLOHEXYL(2'-METHYL[1,1'-BIPHENYL]-2-YL)-PHOSPHINE;DICYCLOHEXYL({2'-METHYL-[1,1'-BIPHENYL]-2-YL})PHOSPHANE

Chemical Property of 2-(Dicyclohexylphosphino)-2'-methylbiphenyl

Chemical Property:

• Appearance/Colour: White crystals or crystalline powder
• Melting Point: 107-111 °C
• Boiling Point: 499.3 °C at 760 mmHg
• Flash Point: 271.5 °C
• PSA: 13.59000
• LogP: 7.43460
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: soluble in Toluene
• Water Solubility.: insoluble
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 364.231988050
• Heavy Atom Count: 26
• Complexity: 388

Purity/Quality:

98% ^*data from raw suppliers

2-Dicyclohexylphosphino-2'-methylbiphenyl >97.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4
• Uses: suzuki reaction 2-(Dicyclohexylphosphino)-2'-methylbiphenyl is a Ligand used for the Pd-catalyzed formation of a-arylketones 2-(Dicyclohexylphosphino)-2''-methyl-biphenyl (CAS# 251320-86-2) can be used as a catalyst precursor to produce higher alcohols from syngas. It can also be used as a delta-lactone derivatives.

Technology Process of 2-(Dicyclohexylphosphino)-2'-methylbiphenyl

There total 9 articles about 2-(Dicyclohexylphosphino)-2'-methylbiphenyl 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: 65.0%

2-bromo-2'-methylbiphenyl (251320-87-3) + chlorodicyclohexylphosphane (16523-54-9) → 2-(dicyclohexylphosphino)-2'-methylbiphenyl (251320-86-2)

Guidance literature:

2-bromo-2'-methylbiphenyl; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.16667h;

chlorodicyclohexylphosphane; In tetrahydrofuran; a) -78 deg C, 20 min, b) 0 deg C, 20 min, c) RT, 18 h;

DOI:10.1021/ja992130h

Reference yield: 59.0%

2-bromo-1-chlorobenzene (694-80-4) + 2-methylchlorobenzene (95-49-8) + cyclohexylmagnesiumchloride (931-51-1) → 2-(dicyclohexylphosphino)-2'-methylbiphenyl (251320-86-2)

Guidance literature:

Multistep reaction.;

DOI:10.1021/jo000691h

Reference yield: 55.0%

2-bromo-1-chlorobenzene (694-80-4) + 2-methylphenyl bromide (95-46-5) + chlorodicyclohexylphosphane (16523-54-9) → 2-(dicyclohexylphosphino)-2'-methylbiphenyl (251320-86-2)

Guidance literature:

2-methylphenyl bromide; With magnesium; ethylene dibromide; In tetrahydrofuran; for 2h; Inert atmosphere; Reflux; Industrial scale;

2-bromo-1-chlorobenzene; With magnesium; In tetrahydrofuran; for 2h; Inert atmosphere; Reflux; Industrial scale;

chlorodicyclohexylphosphane; With copper(l) chloride; In tetrahydrofuran; at 20 ℃; Thermodynamic data; Inert atmosphere; Industrial scale;

DOI:10.1021/op049832y

upstream raw materials:

2-bromo-2'-methylbiphenyl

chlorodicyclohexylphosphane

2-bromo-1-chlorobenzene

2-methylchlorobenzene

Downstream raw materials:

[(PCy₂(2'-methylbiphenyl))AuBr]

[IrCl(COD)(2-dicyclohexylphosphino-2'-methylbiphenyl)]

[Ru(η6:η1-2-(dicyclohexylphosphino)-2-methylbiphenyl-P)Cl2]

dicyclohexyl(2'-methylbiphenyl-2-yl)phosphinegold(I) chloride

Refernces

• 1、 Ullah, Ehsan,McNulty, James,Robertson, Al. "Highly chemoselective Mono-Suzuki arylation reactions on all three dichlorobenzene isomers and applications development". . p. 2127 - 2131. Retrieved 2012/06/01.
• 2、 Tomori, Hiroshi,Fox, Joseph M.,Buchwald, Stephen L.. "An Improved Synthesis of Functionalized Biphenyl-Based Phosphine Ligands". . p. 5334 - 5341. Retrieved 2007/10/03.