208671

Bis(triphenylphosphine)palladium(II) dichloride

98%

• Synonyme(s) : Dichlorobis(triphenylphosphine)palladium(II), Palladium(II)bis(triphenylphosphine) dichloride, PdCl₂(PPh₃)₂
• Formule linéaire : [(C₆H₅)₃P]₂PdCl₂
• Numéro CAS: 13965-03-2
• Poids moléculaire : 701.90
• Numéro Beilstein : 4935975
• Numéro CE : 237-744-2
• Numéro MDL: MFCD00009593
• Code UNSPSC : 12161600
• ID de substance PubChem : 24852524
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Pureté: 98%
• Forme: solid
• Pertinence de la réaction: core: palladium; reagent type: catalyst
• Capacité de réaction: 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
• Chaîne SMILES: Cl[Pd]Cl.c1(P(c2ccccc2)c3ccccc3)ccccc1.c4(P(c5ccccc5)c6ccccc6)ccccc4
• InChI: 1S/2C18H15P.2ClH.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h2*1-15H;2*1H;/q;;;;+2/p-2
• Clé InChI: YNHIGQDRGKUECZ-UHFFFAOYSA-L

Description

Description générale

Bis(triphenylphosphine)palladium(II) dichloride ((PdCl₂(PPh₃)₂) is an organopalladium complex containing tertiary phosphine ligands that is commonly used in C-C bond forming reactions such as Heck arylation, Suzuki coupling, Stille coupling, and Sonogashira coupling.

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Bis(triphenylphosphine)palladium(II) dichloride can be used as a catalyst in the:

• Coupling of 2-iodoanisole and terminal alkynes to synthesize 2,3-disubstituted benzofurans.
• Copper-free Sonogashira cross-coupling reaction to synthesize diphenylacetylene.
• Regioselective hydrocarboxylation of styrene.
• Negishi coupling of fluoroarylzinc pivalates to prepare fluorinated oligophenyls.
• Coupling of iodo-α-β-unsaturated esters to afford tetrasubstituted olefins.

For small scale and high throughput uses, product is also available as ChemBeads (927759)

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H317,H413
• Conseils de prudence: P261 - P272 - P273 - P280 - P302 + P352 - P333 + P313
• Classification des risques: Aquatic Chronic 4 - Skin Sens. 1A
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)