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684821

Sigma-Aldrich

1,2-Bis(phenylsulfinyl)ethane palladium(II) acetate

greener alternative

Sinónimos:

White catalyst

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About This Item

Fórmula empírica (notación de Hill):
C18H20O6PdS2
Número de CAS:
858971-43-4
Peso molecular:
502.90
MDL number:
MFCD09842752
UNSPSC Code:
12161600
PubChem Substance ID:
329760926
NACRES:
NA.22

form

powder

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
reaction type: C-H Activation

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

greener alternative category

Aligned,

storage temp.

−20°C

SMILES string

CC(=O)O[Pd]OC(C)=O.O=S(CCS(=O)c1ccccc1)c2ccccc2

InChI

1S/C14H14O2S2.2C2H4O2.Pd/c15-17(13-7-3-1-4-8-13)11-12-18(16)14-9-5-2-6-10-14;2*1-2(3)4;/h1-10H,11-12H2;2*1H3,(H,3,4);/q;;;+2/p-2

InChI key

SNNYSJNYZJXIFE-UHFFFAOYSA-L

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Find details here.

Application

White Catalyst: A Catalyst for Allylic C–H Oxidation and Amination
Macrolactonization via Hydrocarbon Oxidation
Catalyst for allylic C-H oxidation, useful for preparation of branched allylic esters, macrocycles, and amino alcohol derivatives.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
SHBC3239V
14696KKV
14696KK
50996JJ
04111DH

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Visite la Librería de documentos

Kenneth J Fraunhoffer et al.
Journal of the American Chemical Society, 128(28), 9032-9033 (2006-07-13)
A novel Pd/sulfoxide-catalyzed macrolactonization reaction of linear omega-alkenoic acids is reported that proceeds via serial ligand-catalyzed allylic C-H oxidation. The scope of this macrolactonization appears to be very broad. Aryl, alkyl, and (Z)-alpha,beta-unsaturated acids are all competent nucleophiles for this
syn-1,2-Amino alcohols via diastereoselective allylic C-H amination.
Kenneth J Fraunhoffer et al.
Journal of the American Chemical Society, 129(23), 7274-7276 (2007-05-23)

Artículos

White Catalyst

Developed by Professor M. Christina White and co-workers at the University of Illinois–Urbana, the “White catalyst” (684821) has been shown to be an exceptional catalyst for the functionalization of allylic carbon centers.

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