ChemicalBook Product Catalog Chemical Reagents Organic reagents Phosphine ligand X-PHOS

X-PHOS

X-PHOS Basic information
Reaction
Product Name:X-PHOS
Synonyms:X-PHOS;2-(DICYCLOHEXYLPHOSPHINO)-2',4',6'-TRI-I-PROPYL-1,1'-BIPHENYL;2-DICYCLOHEXYLPHOSPHINO-2',4',6'-TRIISO-PROPYL-1,1'-BIPHENYL;2-DICYCLOHEXYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL;2-Dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl, X-PHOS;2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl,min.98%X-Phos;2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 98+%;ChemDose(R), X-Phos impregnated tablets, 2-Dicyclohexylphosphino-2μ,4μ,6μ-triisopropylbiphenyl impregnated tablets
CAS:564483-18-7
MF:C33H49P
MW:476.72
EINECS:611-387-6
Product Categories:Achiral Phosphine;Aryl Phosphine;Buchwald Ligands Series;Buchwald Ligands&Precatalysts;564483-18-7
Mol File:564483-18-7.mol
X-PHOS Structure
X-PHOS Chemical Properties
Melting point 187-190 °C(lit.)
Boiling point 569.8±50.0 °C(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Benzene (Slightly)
form Powder
color white
Sensitive Air Sensitive
Stability:Air Sensitive
InChIKeyUGOMMVLRQDMAQQ-UHFFFAOYSA-N
CAS DataBase Reference564483-18-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-22-40
Safety Statements 37/39-26-36/37
WGK Germany 3
TSCA No
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
X-PHOS Usage And Synthesis
Reaction
  1.  Exceptional ligands for Pd-catalyzed amination and amidation of aryl sulfonates.
  2.  Ligand used for the Pd-catalyzed Suzuki-Miyaura coupling reaction and carbonyl enolate coupling.
  3.  Ligand used for the chemoselective amination of aryl chlorides.
  4.  Ligand used for the Pd-catalyzed borylation of aryl chlorides, for the formation of trifluoroborates.
  5.  Ligand used for the Pd-catalyzed amination of vinyl halides and triflates.
  6.  Ligand used for the Pd-catalyzed three-component synthesis of indoles.
  7.  Ligand used for the Pt-catalyzed regioselective hydrosilylation of functionalized terminal arylalkynes.
  8.  Ligand used for the Pd-catalyzed synthesis of carbazoles.
  9.  Ligand used for the Pd-catalyzed Suzuki-Miyaura coupling of aryl chloride and NHC-boranes.
  10.  Ligand used for the direct arylation of picoline N-oxide.
  11.  Ligand used for the Negishi coupling of 2-heterocyclic organozinc reagents.
  12.  Catalyst for a phosphine-catalyzed Heine reaction.
  13.  Ligand used for the palladium-catalyzed oxidative coupling of indoles and heteroarenes.
  14.  Ligand used for the silver-catalyzed hydrogenation of aldehydes.
  15.  Ligand used for the palladium-catalyzed cyanation of heterycyclic halides.
Reactions of 564483-18-7_1
Reactions of 564483-18-7_2
Reactions of 564483-18-7_3
Reactions of 564483-18-7_4


Chemical PropertiesWhite crystalline powder
UsesExceptional ligands for Pd-catalyzed amination and amidation of aryl sulfonates. XPHOS is used as a regent in the synthesis of novel [1,2,4]triazolo[4,3-a]pyrazine derivatives as potential selective c-met inhibitors with improved pharmacokinetic properties.
Usessuzuki reaction
General DescriptionThis product has been enhanced for catalytic efficiency.
GOAT ANTI-RABBIT IMMUNOGLOBULINS GAMMA AND LIGHT CHAINS, ALK-PHOS CONJUGATED,GOAT F(AB')2 ANTI-RABBIT IMMUNOGLOBULINS GAMMA AND LIGHT CHAIN, ALK-PHOS CONJUGATED PHYTOSPHINGOSINE-1-PHOS 5-BROMO-4-CHLORO-3-INDOLYL PHOSPHATE DI(2-AMINO-2-METHYL-1,3 PROPANEDIOL),5-BROMO-4-CHLORO-3-INDOLYL PHOSPHATE, DI(2-AMINO-2-METHYL-1,3-PROPANEDIOL) SALT 5-BROMO-4-CHLORO-3-INDOLYL-PHOSPHATE P-TOLUIDINE-SALT(BCIP) PHOS-CHEK P/30 DIBUTYLPHENYLPHOSPHINE GOAT ANTI-MOUSE KAPPA ALK PHOS 2-Dicyclohexylphosphino-2μ,4μ,6μ-triisopropylbiphenyl gold(I) bis(trifluoromethanesulfonyl)imide GOAT F(AB')2 ANTI-HUMAN IGG GAMMA CHAIN, ALK-PHOS CONJUGATED I-PHOS, DI-AMPD SALT 5-BROMO-4-CHLORO-3-INDOLYL PHOSPHATE DIPOTASSIUM SALT GOAT F(AB')2 ANTI-HUMAN IGG (FC SP) ALK PHOS GOAT F(AB')2 ANTI-HUMAN LAMBDA (F+B) ALK PHOS 2-DICYCLOHEXYLPHOSPHINO-2',4',6'-TRIISO& GOAT F(AB')2 ANTI-MOUSE IGG (H+L) ALK PHOS 2-(Dicyclohexylphosphino)biphenyl 2-(Dicyclohexylphosphino)-2'-methylbiphenyl GOAT ANTI-RAT IMMUNOGLOBULINS GAMMA AND LIGHT CHAINS, ALK-PHOS CONJUGATED
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