• Product NameDicyclohexylphosphine
  • Purity99%

Product Details

Quick Details

  • CasNo: 829-84-5
  • Purity: 99%

829-84-5 Properties

  • Molecular Formula:C12H23P
  • Molecular Weight:198.288
  • Appearance/Colour:Colorless Liquid 
  • Vapor Pressure:0.00373mmHg at 25°C 
  • Melting Point:2°C 
  • Refractive Index:n 20/D 1.516  
  • Boiling Point:289.8 °C at 760 mmHg 
  • Flash Point:129.1 °C 
  • PSA:13.59000 
  • Density:0.98 g/cm3 
  • LogP:4.33030 

829-84-5 Usage


829-84-5 Relevant articles

Copper-catalyzed C–P cross-coupling of secondary phosphines with (hetero)aromatic bromide

Li, Chun-Jing,Lü, Jing,Zhang, Zhi-Xun,Zhou, Kun,Li, Yan,Qi, Guang-Hui

, p. 4547 - 4562 (2018/04/20)

A novel and convenient approach to the synthesis of various tertiary phosphines via a copper-catalyzed cross-coupling of (hetero)aromatic bromide with secondary phosphines has been developed. The reaction employs cheap copper as the catalyst, 2,6-bis(N-methylaminomethyl)pyridine (L4) as a perfect ligand and KOtBu as a base; all reactions are carried out under argon atmosphere. A variety of sterically hindered and/or functionalized substrates were found to react under these reaction conditions to provide products in good to excellent yields. Moreover, ten new tertiary phosphines were first reported in this process.

Rapid Metal-Free Formation of Free Phosphines from Phosphine Oxides

Provis-Evans, Cei B.,Emanuelsson, Emma A. C.,Webster, Ruth L.

supporting information, p. 3999 - 4004 (2018/09/21)

A rapid method for the reduction of secondary phosphine oxides under mild conditions has been developed, allowing simple isolation of the corresponding free phosphines. The methodology involves the use of pinacol borane (HBpin) to effect the reduction while circumventing the formation of a phosphine borane adduct, as is usually the case with various other commonly used borane reducing agents such as borane tetrahydrofuran complex (BH3?THF) and borane dimethyl sulfide complex (BH3?SMe2). In addition, this methodology requires only a small excess of reducing agent and therefore compares favourably not just with other borane reductants that do not require a metal co-catalyst, but also with silane and aluminium based reagents. (Figure presented.).

Photo-initiator 2,4,6-trimethylbenzoyldicyclohexyloxyphosphine and preparation method and application thereof


Paragraph 0020; 0021, (2016/10/20)

The invention relates to a preparation method of a photo-initiator 2,4,6-trimethylbenzoyldicyclohexyloxyphosphine.Under the protection of argon, dicyclohexyl phosphine oxide, metallic sodium and tertiary butanol are reacted in methylbenzene solution to obtain intermediate I; the intermediate I is reacted with 2,4,6-trimethylbenzoyl chloride to obtain intermediate II; the intermediate II is reacted with hydrogen peroxide at 30-35 DEG C to obtain 2,4,6-trimethylbenzoyldicyclohexyloxyphosphine, and liquid phase purity is up to 99.21%.The preparation method is simple to perform and advanced, a solvent is recyclable, and the method is easy for industrial production.

Phosphonium bis(glycolates) and phosphinoglycolates: Synthesis, solvolysis, oxidation to (thio)phosphinoylglycolates and use as ligands in Ni-catalyzed ethylene oligomerization

Peulecke, Normen,Kindermann, Markus K.,K?ckerling, Martin,Heinicke, Joachim

body text, p. 61 - 69 (2012/08/27)

Secondary phosphines, glyoxylic acid hydrate and amines react to form organoammonium phosphonium bis(glycolates) 1a-d. In CD3OD solution, diphenylphosphonium bis(glycolates) undergo reversible solvolysis to phosphinoglycolates 2a,b and acetalic glyoxylic species. The P-dialkyl species 1c avoids this and maintains the phosphonium bis(glycolate) structure in CD 3OD (cHex2P) or undergoes further solvolysis with partial formation of R2PH (R = tBu). Condensation to phosphinoglycines, e.g. 3b, observed for primary amines, does not take place with N-secondary amines at room temperature. Heating leads to condensation but is followed by decarboxylation as shown for the conversion of 2a to 4a. Because of the kinetic lability, the phosphonium compounds 1a-d are sensitive to oxidation by air, H2O2, or sulfur. The resulting phosphinoyl and thiophosphinoyl glycolates and glycolic acids 5-8 are kinetically stable. Precatalyst solutions formed from 1a, c, d and Ni(COD)2 in THF developed moderate to good activity in the oligo- or polymerization of ethylene to linear products containing methyl and vinyl end groups. Activity and molecular weights increased with the +I-effect of the P-substitutents. The solution structures of the novel compounds were elucidated by multinuclear NMR spectroscopy. For 7a a crystal structure analysis is also presented.

829-84-5 Process route

dicyclohexylphosphine oxide

dicyclohexylphosphine oxide



Conditions Yield
With diisobutylaluminium hydride; In tetrahydrofuran; at 50 ℃; for 4h;
dicyclohexylphosphine oxide; With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at 20 ℃; Inert atmosphere;
With sodium hydroxide; In tetrahydrofuran; tert-butyl methyl ether; water; toluene; at 5 ℃;
With pinacolboronic acid; In acetonitrile; at 20 ℃; for 20h; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique;




Conditions Yield
With lithium aluminium tetrahydride;
With diisobutylaluminium hydride; In toluene; at -78 - 23 ℃; Inert atmosphere;
In diethyl ether;
chlorodicyclohexylphosphane; With sodium; In toluene; at 100 - 105 ℃; Inert atmosphere;
With tert-butyl alcohol; In toluene; at 100 - 105 ℃; Inert atmosphere;

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