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Key Documents

928356

Sigma-Aldrich

Xantphos ChemBeads

Synonym(s):

4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene

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About This Item

Empirical Formula (Hill Notation):
C39H32OP2
CAS Number:
Molecular Weight:
578.62
UNSPSC Code:
12352005
NACRES:
NA.82

form

solid

Quality Level

composition

~ 4 wt.% loading of catalyst

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

SMILES string

CC1(c2c(Oc3c1cccc3P(c4ccccc4)c5ccccc5)c(P(c6ccccc6)c7ccccc7)ccc2)C

InChI

1S/C39H32OP2/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3

InChI key

CXNIUSPIQKWYAI-UHFFFAOYSA-N

Application

  • Ligand used in a synthesis of heterocycles by palladium-catalyzed C-N cross coupling of 3-bromothiophenes with 2-aminopyridines. Also used in a ruthenium-catalyzed alkylation of active methylene compounds with alcohols.
  • Metal chelating ligand for catalysis.
  • ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.
Learn more about ChemBeads products

For larger scale uses, product also available in powdered form (526460)

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 1B Inhalation

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Articles

ChemBeads, catalyst-coated glass beads, offer a simple and cost-efficient solution for dispensing miniscule amounts of solid chemical reagents for nanomole-scale use in high-throughput reaction screening.

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