564483-18-7

  • Product NameX-phos
  • Molecular FormulaC33H49P
  • Molecular Weight476.7
  • Purity99%
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Product Details

Quick Details

  • CasNo: 564483-18-7
  • Molecular Formula: C33H49P
  • Purity: 99%

2-Dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl 564483-18-7 Powder with Best Price

  • Molecular Formula:C33H49P
  • Molecular Weight:476.726
  • Appearance/Colour:White crystalline powder 
  • Melting Point:187-190 °C(lit.) 
  • Boiling Point:569.762 °C at 760 mmHg 
  • Flash Point:317.745 °C 
  • PSA:13.59000 
  • LogP:10.49640 

X-PHOS(Cas 564483-18-7) Usage

Reaction

Exceptional ligands for Pd-catalyzed amination and amidation of aryl sulfonates. ?Ligand used for the Pd-catalyzed Suzuki-Miyaura coupling reaction and carbonyl enolate coupling. ?Ligand used for the chemoselective amination of aryl chlorides. ?Ligand used for the Pd-catalyzed borylation of aryl chlorides, for the formation of trifluoroborates. ?Ligand used for the Pd-catalyzed amination of vinyl halides and triflates. ?Ligand used for the Pd-catalyzed three-component synthesis of indoles. ?Ligand used for the Pt-catalyzed regioselective hydrosilylation of functionalized terminal arylalkynes. ?Ligand used for the Pd-catalyzed synthesis of carbazoles. ?Ligand used for the Pd-catalyzed Suzuki-Miyaura coupling of aryl chloride and NHC-boranes. ?Ligand used for the direct arylation of picoline N-oxide. ?Ligand used for the Negishi coupling of 2-heterocyclic organozinc reagents. ?Catalyst for a phosphine-catalyzed Heine reaction. ?Ligand used for the palladium-catalyzed oxidative coupling of indoles and heteroarenes. ?Ligand used for the silver-catalyzed hydrogenation of aldehydes. ?Ligand used for the palladium-catalyzed cyanation of heterycyclic halides.

Chemical Properties

White crystalline powder

Uses

suzuki reaction

General Description

This product has been enhanced for catalytic efficiency.

Isomeric SMILES: CC(C)C1=CC(=C(C(=C1)C(C)C)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4)C(C)C  
InChIKey: UGOMMVLRQDMAQQ-UHFFFAOYSA-N  
InChI: InChI=1S/C33H49P/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3  

564483-18-7 Relevant articles

Coordination Chemistry of Borane in Solution: Application to a STING Agonist

Lemaire, Sébastien,Zhdanko, Alexander,van der Worp, Boris A.

, (2022/04/09)

Equilibrium constants were determined fo...

Method for synthesizing 2-dicyclohexylphosphine-2 ', 4', 6 '-triisopropyl biphenyl

-

Paragraph 0016-0024, (2020/07/15)

The invention discloses a method for syn...

Method for preparing 2-dicyclohexylphosphine-2,4,6-di-iso-propylbiphenyl

-

Paragraph 0069; 0070, (2016/11/17)

The invention discloses a method for pre...

Improved syntheses of phosphine ligands by direct coupling of diarylbromophosphine with organometallic reagents

Liu, Lei,Wu, Hai-Chen,Yu, Jin-Quan

supporting information; experimental part, p. 10828 - 10831 (2011/11/04)

Br versus Cl: It is found that the use o...

564483-18-7 Process route

2,4,6-triisopropyl-1-bromobenzene
21524-34-5

2,4,6-triisopropyl-1-bromobenzene

chlorodicyclohexylphosphane
16523-54-9

chlorodicyclohexylphosphane

2,3-dibromobenzene
583-53-9

2,3-dibromobenzene

XPhos
564483-18-7

XPhos

Conditions
Conditions Yield
2,4,6-triisopropyl-1-bromobenzene; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;
2,3-dibromobenzene; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;
chlorodicyclohexylphosphane; Further stages;
89%
fluorobenzene
462-06-6

fluorobenzene

1,3,5-triisopropyl benzene
717-74-8

1,3,5-triisopropyl benzene

chlorodicyclohexylphosphane
16523-54-9

chlorodicyclohexylphosphane

XPhos
564483-18-7

XPhos

Conditions
Conditions Yield
fluorobenzene; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;
chlorodicyclohexylphosphane; In tetrahydrofuran; at 15 ℃; for 10h;
1,3,5-triisopropyl benzene; With n-butyllithium; potassium tert-butylate; In hexane; at 30 - 60 ℃; for 16h; Reagent/catalyst; Temperature;
93%

564483-18-7 Upstream products

  • 694-80-4
    694-80-4

    2-bromo-1-chlorobenzene

  • 21524-34-5
    21524-34-5

    2,4,6-triisopropyl-1-bromobenzene

  • 16523-54-9
    16523-54-9

    chlorodicyclohexylphosphane

  • 100384-03-0
    100384-03-0

    dicyclohexylbromophosphine

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