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225657

Sigma-Aldrich

Bis(acetonitrile)dichloropalladium(II)

greener alternative

99%

Synonym(s):

Palladium(II) chloride diacetonitrile complex

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About This Item

Linear Formula:
PdCl2 · (CH3CN)2
CAS Number:
14592-56-4
Molecular Weight:
259.43
EC Number:
238-637-3
MDL number:
MFCD00013122
UNSPSC Code:
12161600
PubChem Substance ID:
24853511
NACRES:
NA.22

Assay

99%

form

powder

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

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

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Greener Alternative Product

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, Aligned

SMILES string

CC#N.CC#N.Cl[Pd]Cl

InChI

1S/2C2H3N.2ClH.Pd/c2*1-2-3;;;/h2*1H3;2*1H;/q;;;;+2/p-2

InChI key

RBYGDVHOECIAFC-UHFFFAOYSA-L

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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

Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Catalyst for greener Sonagashira coupling in TPGS-750-M.

On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors
Catalyst used in an ether-directed aza-Claisen rearrangement.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Larsen, C. H.; Buchwald, S. L. et al.
Synthesis, 2941-2941 (2006)
Murata, M.; Shimazaki, R.; et al.
Synthesis, 2231-2231 (2001)
Abarbri et al.
The Journal of organic chemistry, 65(22), 7475-7478 (2000-11-15)
3-Substituted but-3-enoic acids were obtained in good yields under mild experimental conditions by palladium-catalyzed cross-coupling of 3-iodobut-3-enoic acid with organozinc or organotin compounds using PdCl(2)(MeCN)(2) as catalyst and DMF as solvent.
Horibe, H.; Kazuta, K.
Synlett, 2047-2047 (2003)
Hosokawa, T.; Takano, M.; et al.
Tetrahedron Letters, 33, 6643-6643 (1992)
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Articles

Palladium-catalyzed Cross-coupling Reactions

A variety of palladium-catalyzed cross-coupling reactions can be run under room temperature conditions in water with TPGS- 750-M, using a variety of commercially available palladium complexes and ligands.

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