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Sigma-Aldrich

Bis(acetonitrile)dichloropalladium(II)

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99%

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Synonym(s):
Palladium(II) chloride diacetonitrile complex
Linear Formula:
PdCl2 · (CH3CN)2
CAS Number:
14592-56-4
Molecular Weight:
259.43
EC Number:
238-637-3
MDL number:
MFCD00013122
UNSPSC Code:
12352300
PubChem Substance ID:
24853511
NACRES:
NA.22

Quality Level

200

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

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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Murata, M.; Shimazaki, R.; et al.
Synthesis, 2231-2231 (2001)
Larsen, C. H.; Buchwald, S. L. et al.
Synthesis, 2941-2941 (2006)
Hosokawa, T.; Takano, M.; et al.
Tetrahedron Letters, 33, 6643-6643 (1992)
Horibe, H.; Kazuta, K.
Synlett, 2047-2047 (2003)
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.
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