T-BUTYLDICYCLOHEXYLPHOSPHINE

Base Information

• Chemical Name: T-BUTYLDICYCLOHEXYLPHOSPHINE
• CAS No.: 93634-87-8
• Molecular Formula: C16H31 P
• Molecular Weight: 254.396
• Hs Code.: 2902199090
• European Community (EC) Number: 627-520-6
• DSSTox Substance ID: DTXSID90405166
• Nikkaji Number: J1.331.078E
• Wikidata: Q72502921
• Mol file: 93634-87-8.mol

Synonyms:Dicyclohexyltert-butylphosphine;tert-Butyldicyclohexylphosphine

Chemical Property of T-BUTYLDICYCLOHEXYLPHOSPHINE

Chemical Property:

• Vapor Pressure: 0.000266mmHg at 25°C
• Boiling Point: 333.4ºC at 760 mmHg
• Flash Point: 162.8ºC
• PSA: 13.59000
• Density: 0.939 g/mL at 25ºC(lit.)
• LogP: 5.93220
• Sensitive.: air sensitive
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 254.216337987
• Heavy Atom Count: 17
• Complexity: 198

Purity/Quality:

98% ^*data from raw suppliers

t-Butyldicyclohexylphosphine, min. 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 17
• Safety Statements: 6-16-27-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)P(C1CCCCC1)C2CCCCC2

Technology Process of T-BUTYLDICYCLOHEXYLPHOSPHINE

There total 2 articles about T-BUTYLDICYCLOHEXYLPHOSPHINE 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: 89.0%

tert.-butyl lithium (594-19-4) + chlorodicyclohexylphosphane (16523-54-9) → dicyclohexyl-tert-butylphosphine (93634-87-8)

Guidance literature:

In tetrahydrofuran; pentane; at -78 - 20 ℃;

DOI:10.1016/S0022-328X(00)00287-4

Reference yield:

dicyclohexyl(1,1-dimethylethyl)phosphine-trihydridoboron (1329620-49-6) → dicyclohexyl-tert-butylphosphine (93634-87-8)

Guidance literature:

With Quinuclidine; In toluene; at 30 ℃; Kinetics;

DOI:10.1021/acs.joc.1c02729

Reference yield: 98.0%

dimethylsulfide borane complex (13292-87-0) + dicyclohexyl-tert-butylphosphine (93634-87-8) → dicyclohexyl(1,1-dimethylethyl)phosphine-trihydridoboron (1329620-49-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.1c02729

upstream raw materials:

tert.-butyl lithium

chlorodicyclohexylphosphane

dicyclohexyl(1,1-dimethylethyl)phosphine-trihydridoboron

Downstream raw materials:

Dicyclohexyl-(3-phenylpropyl)phosphine

dicyclohexyl(2-(4-phenyl)butyl)phosphine

dicyclohexyl(3-(3,5-dimethyl)phenylpropyl)-phosphine

Pd(OAc)2(P(Cy)2(CMe₃))2

Refernces

• 1、 Denmark, Scott E.,Werner, Nathan S.. "γ-Selective cross-coupling of allylic silanolate salts with aromatic bromides using trialkylphosphonium tetrafluoroborate salts prepared directly from phosphine?borane adducts". supporting information; experimental part. p. 4596 - 4599. Retrieved 2011/10/12.