275891

Dichloro(1,5-cyclooctadiene)palladium(II)

99%

• Synonyme(s) : PdCl₂(cod)
• Formule empirique (notation de Hill) : C₈H₁₂Cl₂Pd
• Numéro CAS: 12107-56-1
• Poids moléculaire : 285.51
• Numéro CE : 235-161-8
• Numéro MDL: MFCD00012412
• Code UNSPSC : 12352202
• ID de substance PubChem : 24856679
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Essai: 99%
• Pertinence de la réaction: core: palladium; reagent type: catalyst
• Capacité de réaction: 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
• Pf: 210 °C (dec.) (lit.)
• Chaîne SMILES: Cl[Pd]Cl.C1CC=CCCC=C1
• InChI: 1S/C8H12.2ClH.Pd/c1-2-4-6-8-7-5-3-1;;;/h1-2,7-8H,3-6H2;2*1H;/q;;;+2/p-2/b2-1-,8-7-;;;
• Clé InChI: RRHPTXZOMDSKRS-PHFPKPIQSA-L

Description

Application

Catalyst for C-C bond and C-N formation, used in Heck coupling of alkynes with alkenes , Suzuki cross-coupling of aryl bromides , allylic substitution of oximes with allylic acetate , and methoxycarbonylation of iodobenzene.

Dichloro(1,5-cyclooctadiene)palladium(II) is a commonly used catalyst to protect alcohols as acetals by treating with 2-benzyloxy-1-propene; to synthesize bicyclooctanes from diethyl malonate and in alkene carbonylation.[1][2] It can also be used to catalyze the Heck coupling of nonactivated vinyl phosphates with electron deficient alkenes[3]; the synthesis of benzo[b]thiophenes from thioenols[4] and to prepare an active catalyst for Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions.[5]

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• 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: dust mask type N95 (US), Eyeshields, Gloves