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Merck
CN

936979

rac-BINAP Pd G3 ChemBeads

greener alternative

solid

Synonym(s):

[2′-(amino-κN)[1,1′-biphenyl]-2-yl-κC][[2′-(diphenylphosphino)[1,1′-binaphthalen]-2-yl]diphenylphosphine-κP](methanesulfonato-κO)- palladium

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About This Item

Empirical Formula (Hill Notation):
C57H45NO3P2PdS
CAS Number:
Molecular Weight:
992.40
MDL number:
UNSPSC Code:
12352100
NACRES:
NA.21
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Product Name

rac-BINAP Pd G3 ChemBeads,

SMILES string

NC1=C(C2=CC=CC=C2[Pd]OS(C)(=O)=O)C=CC=C1.C34=CC=CC=C3C=CC(P(C5=CC=CC=C5)C6=CC=CC=C6)=C4C7=C(P(C8=CC=CC=C8)C9=CC=CC=C9)C=CC%10=C7C=CC=C%10>>

InChI

InChI=1S/C44H32P2.C12H10N.CH4O3S.Pd/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h1-32H;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

BVYJEOTVUJMCBM-UHFFFAOYSA-M

Quality Level

product line

ChemBeads

form

solid

composition

loading of catalyst, 4-6 wt. %

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, 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

greener alternative product characteristics

Waste Prevention
Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

greener alternative category

General description

rac-BINAP-Pd-G3 ChemBeads are a third generation (G3) Buchwald precatalyst on glass beads. It is an air, moisture and thermally-stable precatalyst and is highly soluble in a wide range of common organic solvents. It has long life in solutions. rac-BINAP-Pd-G3 ChemBeads are an excellent reagent for palladium catalyzed cross-coupling reactions. Some of thier unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio, relative to earlier generations of Buchwald precatalysts.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of the 12 Principles of Greener Chemistry. ChemBeads are advanced solid-coated beads for high-throughput experimentation in various chemical applications. They enable precise dispensing of solid reagents, allowing researchers to conduct reactions with minimal material use, thus supporting waste prevention and catalysis principles while ensuring accuracy and reproducibility. This technology enhances efficiency and streamlines experimental processes in chemistry. Click here for more information.

Application

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.For general uses, product is also available in powdered form (804967)

Features and Benefits

For feature and benefits, please visit the technical article on Buchwald G3 Precatalysts. https://www.sigmaaldrich.com/US/en/technical-documents/technical-article/chemistry-and-synthesis/cross-coupling/g3-and-g4-buchwald-precatalysts

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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