704954

Sigma-Aldrich

XPhos Pd G1

Synonym(s):
Chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl)]palladium(II), (XPhos) palladium(II) phenethylamine chloride, (2-Dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl)]palladium(II) chloride, XPhos Palladacycle, XPhos precatalyst
Empirical Formula (Hill Notation):
C41H59ClNPPd
CAS Number:
Molecular Weight:
738.76
MDL number:
PubChem Substance ID:
NACRES:
NA.22

feature

generation 1

Quality Level

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
reaction type: Cross Couplings

mp

205-210 °C

functional group

phosphine

SMILES string

NCCc1ccccc1[Pd]Cl.CC(C)c2cc(C(C)C)c(c(c2)C(C)C)-c3ccccc3P(C4CCCCC4)C5CCCCC5

InChI

1S/C33H49P.C8H10N.ClH.Pd/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;9-7-6-8-4-2-1-3-5-8;;/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3;1-4H,6-7,9H2;1H;/q;;;+1/p-1

InChI key

HTAJCNQBAFZEJO-UHFFFAOYSA-M

General description

Material may contain up to 5% pentane

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Catalyst used for:
  • Amination / cyclization reactions
  • C-N bond-forming reactions via packed-bed microreactors
  • Boration of aryl chlorides
  • Arylation of oxazole
  • Cross-coupling reactions

Packaging

250 mg in glass bottle
1, 25 g in glass bottle

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

hazcat

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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