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| | Dichloro(1,5-cyclooctadiene)palladium(II) Basic information |
| Product Name: | Dichloro(1,5-cyclooctadiene)palladium(II) | | Synonyms: | dichloro[(1,2,5,6-eta)-1,5-cyclooctadiene]-palladiu;(1,5-CYCLOOCTADIENE)PALLADIUM(II)CHLORIDE;1,5-CYCLOOCTADIENEPALLADIUM(II) DICHLORIDE;DICHLORO(CYCLOOCTA-1,5-DIENE)PALLADATE (II);DICHLORO(CYCLOOCTA-1,5-DIENE)PALLADIUM(II);DICHLORO(ETA-CYCLOOCTA-1,5-DIENE)PALLADIUM (II);DICHLORO(1,5-CYCLOOCTYLDIENE)PALLADIUM(II);DICHLORO(1,5-CYCLOOCTADIENE)PALLADIUM(II) | | CAS: | 12107-56-1 | | MF: | C8H12Cl2Pd | | MW: | 285.51 | | EINECS: | 235-161-8 | | Product Categories: | chemical reaction,pharm,electronic,materials;organometallic complexes;Catalysis and Inorganic Chemistry;Homogeneous Pd Catalysts;Palladium;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes;Pd (Palladium) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds;Pd | | Mol File: | 12107-56-1.mol |  |
| | Dichloro(1,5-cyclooctadiene)palladium(II) Chemical Properties |
| Melting point | 210 °C (dec.) (lit.) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Soluble in dichloromethane | | form | crystal | | color | yellow | | Water Solubility | insoluble | | Sensitive | Hygroscopic | | InChI | 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-;;; | | InChIKey | NEKYMUKEOUDFPP-XRGHXPOKSA-L | | SMILES | C1CC=CCCC=C1.[Pd](Cl)Cl |c:2,6| | | CAS DataBase Reference | 12107-56-1(CAS DataBase Reference) | | EPA Substance Registry System | Palladium, dichloro[(1,2,5,6-.eta.)-1,5-cyclooctadiene]- (12107-56-1) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | TSCA | TSCA listed | | HS Code | 28439000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | Dichloro(1,5-cyclooctadiene)palladium(II) Usage And Synthesis |
| Chemical Properties | Dichloro(1,5-cyclooctadiene)palladium(II) is pale yellow to brown, soluble in dichloromethane, and sensitive to air, light, moisture, and heat. It must be filled with an inert gas, sealed, and stored in a dry environment at 2-8°C. | | Uses | Dichloro(1,5-cyclooctadiene)palladium(II) is used as 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. | | Uses | 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. | | Application | Used in alcohol protection; synthesis of carbamates, bicyclooctanes and alkene carbonylation. | | 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 | | Synthesis | Dichloro(1,5-cyclooctadiene)palladium(II) is prepared in 96% yield by treating Palladium(II) Chloride with 1,5-cyclooctadiene in concentrated hydrochloric acid. |
| | Dichloro(1,5-cyclooctadiene)palladium(II) Preparation Products And Raw materials |
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