275891

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

99%

• Synonym(s): PdCl₂(cod)
• Empirical Formula (Hill Notation): C₈H₁₂Cl₂Pd
• CAS Number: 12107-56-1
• Molecular Weight: 285.51
• EC Number: 235-161-8
• MDL number: MFCD00012412
• UNSPSC Code: 12352202
• PubChem Substance ID: 24856679
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 99%
• reaction suitability: core: palladium; 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; reagent type: catalyst
• mp: 210 °C (dec.) (lit.)
• SMILES string: 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-;;;
• InChI key: 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. It can also be used to catalyze the Heck coupling of nonactivated vinyl phosphates with electron deficient alkenes; the synthesis of benzo[b]thiophenes from thioenols and to prepare an active catalyst for Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves