Cyclohexyldiphenylphosphine

Base Information

• Chemical Name: Cyclohexyldiphenylphosphine
• CAS No.: 6372-42-5
• Molecular Formula: C18H21 P
• Molecular Weight: 268.338
• Hs Code.: 2902909090
• European Community (EC) Number: 228-904-2
• DSSTox Substance ID: DTXSID6074671
• Nikkaji Number: J206.971G
• Wikidata: Q72459918
• Mol file: 6372-42-5.mol

Synonyms:Cyclohexyldiphenylphosphine;6372-42-5;Phosphine, cyclohexyldiphenyl-;Cyclohexyl diphenyl phosphine;Diphenylcyclohexylphosphine;cyclohexyl(diphenyl)phosphane;EINECS 228-904-2;MFCD00046360;C18H21P;cyclohexyldiphenylphosphane;Diphenylphosphinocyclohexane;SCHEMBL34871;cyclohexyl-di(phenyl)phosphane;DTXSID6074671;ZXKWUYWWVSKKQZ-UHFFFAOYSA-;AMY11717;BCP05539;C18-H21-P;AKOS015840834;CS-W014043;GC10076;AS-59019;SY036763;LS-105957;FT-0636122;A834487;J-520171;CYCLOHEXYL-DIPHENYL-PHOSPHANE;CYCLOHEXYLDIPHENYLPHOSPHINE;DIPHENYLCYCLOHEXYLPHOSPHINE;DIPHENYLPHOSPHINOCYCLOHEXANE;PHOSPHINE, CYCLOHEXYLDIPHENYL-

Chemical Property of Cyclohexyldiphenylphosphine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.85E-05mmHg at 25°C
• Melting Point: 58-62 ºC
• Boiling Point: 374 °C at 760 mmHg
• Flash Point: 189.4 °C
• PSA: 13.59000
• LogP: 4.45200
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air Sensitive
• Water Solubility.: insoluble
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 268.138087668
• Heavy Atom Count: 19
• Complexity: 226

Purity/Quality:

98% ^*data from raw suppliers

Cyclohexyldiphenylphosphine >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(CC1)P(C2=CC=CC=C2)C3=CC=CC=C3
• Uses: suzuki reaction Cyclohexyldiphenylphosphine is used as ligand in coupling reaction. It is also used as a medical intermediate.

Technology Process of Cyclohexyldiphenylphosphine

There total 41 articles about Cyclohexyldiphenylphosphine 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%

chloro-diphenylphosphine (1079-66-9,74391-44-9) + 1,3-dioxoisoindolin-2-yl cyclohexanecarboxylate (126812-30-4) → cyclohexyldiphenylphosphine (6372-42-5)

Guidance literature:

With N,N,N',N'',N'''-pentamethyldiethylenetriamine; zinc; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Reagent/catalyst; Time;

DOI:10.1021/acscatal.9b03366

Reference yield: 86.0%

(cyclohexyl)diphenylphosphane oxide (13689-20-8) → cyclohexyldiphenylphosphine (6372-42-5)

Guidance literature:

With copper(II) trifluoromethanesulfonate; 1,1,3,3-Tetramethyldisiloxane; In toluene; at 100 ℃; Inert atmosphere;

DOI:10.1021/ja301764m

Reference yield: 73.0%

cyclohexyl chloride (542-18-7) + sodium diphenylphosphide (4376-01-6) → cyclohexyldiphenylphosphine (6372-42-5)

Guidance literature:

In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.organomet.0c00295

upstream raw materials:

1-bromocyclohexane

triphenylphosphine

cyclohexyl chloride

dicyclohexylzinc(II)

Downstream raw materials:

Dimethyl(phenyl)phosphine

(dibutyl)(phenyl)phosphine

diphenyl(methyl)phosphine

ethyl-diphenyl-phosphane

Refernces

• 1、 García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.. "A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics". supporting information. . Retrieved 2022/01/04.
• 2、 Lapshin, Ivan V.,Cherkasov, Anton V.,Asachenko, Andrey F.,Trifonov, Alexander A.. "Ln(ii) amido complexes coordinated by ring-expanded N-heterocyclic carbenes-promising catalysts for olefin hydrophosphination". supporting information. p. 12913 - 12916. Retrieved 2020/11/05.