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222380

Allylpalladium(II) chloride dimer

greener alternative

98%, solid

Synonym(s):

Bis((η3-allyl)(chloro)palladium), Di-ο-allyldi-μ-chlorodipalladium, [PdCl(C3H5)]2

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About This Item

Empirical Formula (Hill Notation):
C6H10Cl2Pd2
CAS Number:
12012-95-2
Molecular Weight:
365.89
NACRES:
NA.22
PubChem Substance ID:
24853328
UNSPSC Code:
12161600
EC Number:
234-579-8
Beilstein/REAXYS Number:
4124623
MDL number:
MFCD00044874
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Product Name

Allylpalladium(II) chloride dimer, 98%

Quality Segment

200

assay

98%

form

solid

reaction suitability

core: palladium, reaction type: Cross Couplings, reagent type: catalyst
reaction type: C-H Activation

greener alternative product characteristics

Catalysis
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Greener Alternative Product

greener alternative category

, Aligned

storage temp.

2-8°C

SMILES string

Cl[Pd]CC=C.Cl[Pd]CC=C

InChI

1S/2C3H5.2ClH.2Pd/c2*1-3-2;;;;/h2*3H,1-2H2;2*1H;;/q;;;;2*+1/p-2

InChI key

TWKVUTXHANJYGH-UHFFFAOYSA-L

General description

Allylpalladium(II) chloride dimer is employed as catalyst in Heck reaction. It also participates as catalyst in the tandem nucleophilic allylation-alkoxyallylation reaction of the alkynylaldehydes with allyl chloride and allyltributylstannane.
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Application

Allylpalladium(II) chloride dimer has been employed for the following studies:
  • Synthesis of cationic palladium cataysts, used in the microwave-assisted Heck arylation.
  • Synthesis of N-heterocyclic carbene-palladium-η3-allyl chloride complexes, which are efficient catalyst for the Suzuki-Miyaura cross-coupling of aryl bromides and activated aryl chlorides.
  • Synthesis of 1,4-diallyl-1,2-dihydroisoquinolines.
  • As catalyst for greener Buchwald-Hartwig coupling in TPGS-750-M.

On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors
Application Guide for Palladium Catalyzed Cross-Coupling Reactions

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315

Hazard Classifications

Skin Irrit. 2

Storage Class

11 - Combustible Solids

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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