bis(chloro(prop-2-en-1-yl)palladium)

• ChemBase ID: 125698
• Molecular Formular: C6H10Cl2Pd2
• Molecular Mass: 365.8896
• Monoisotopic Mass: 363.82292768
• SMILES: Cl[Pd]CC=C.C=CC[Pd]Cl
• Canonical SMILES: Cl[Pd]CC=C.Cl[Pd]CC=C
• InChI: InChI=1S/2C3H5.2ClH.2Pd/c2*1-3-2;;;;/h2*3H,1-2H2;2*1H;;/q;;;;2*+1/p-2
• InChIKey: TWKVUTXHANJYGH-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(chloro(prop-2-en-1-yl)palladium)
• IUPAC Traditional name: bis(chloro(prop-2-en-1-yl)palladium)
• Synonyms: Allylpalladium chloride dimer ChemDose™ tablet; Allylpalladium chloride dimer; bis(allyl)di-μ-chloro-dipalladium(II); APC; Allylpalladium chloride dimer; [PdCl(C3H5)]2; Allylpalladium(II) chloride dimer; Bis(allyl)dichlorodipalladium(II); Allylchloropalladium dimer; Bis(allyl)dichlorodipalladium; Bis(allyl)dichloropalladium; Bis(allylchloropalladium); Diallyldichlorodipalladium; [PdCl(allyl)]2; 烯丙基氯化钯二聚物 ChemDose™ 片; 氯化烯丙基钯二聚物; 烯丙基氯化钯(II)二聚体

Database IDs

• CAS Number: 12012-95-2
• EC Number: 234-579-8
• MDL Number: MFCD00044874
• Beilstein Number: 4124623
• PubChem SID: 162220048; 24853328
• PubChem CID: 61538
• Chemspider ID: 21171401
• Wikipedia Title: Allylpalladium_chloride_dimer

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.366
• LogD (pH = 7.4): 1.366
• Log P: 1.366
• Molar Refractivity: 21.0513 cm^3
• Polarizability: 12.545582 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; benzene; acetone; methanol; Insoluble in water; Very soluble in dichloromethane and dichloroethane. Slightly soluble in toluene, insoluble in water
• Apperance: Pale yellow, crystalline solid; Powder
• Melting Point: 120°C dec.; decomp at 155-156 °C
• Density: Solid

Safety Information

• Storage Warning: Air & Moisture Sensitive
• RTECS: RT3510000
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 36/37/38; 40
• Safety Statements: 26-36; 26-37-60; 36/37
• TSCA Listed: 否
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H351
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A; P281
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (CH); 98%; Pd 56.0% min
• Grade: purum
• Compostion: allylpalladium chloride dimer, <5%; magnesium aluminometasilicate, >90%; methylene chloride, <5%
• Empirical Formula (Hill Notation): C6H10Cl2Pd2

DETAILS

Sigma Aldrich - 683396

Packaging
5 g in glass bottle
500 mg in glass bottle
Legal Information
A product of Umicore.
Application
Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Umicore Precatalysts for Asymmetric and Cross-Coupling Catalysis

Sigma Aldrich - 705020

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Packaging
10, 100 tablets in glass bottle
Application
Application Guide for Palladium Catalyzed Cross-Coupling ReactionsChemDose: Convenient Dosing of Catalysts and Reagents
Legal Information
ChemDose is a trademark of Reaxa Ltd.

Sigma Aldrich - 222380

Application
Catalyst for cross-coupling reactions.1 Heck coupling with simple olefins2 and enol ethers.3
Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Packaging
1, 5 g in glass bottle
500 mg in glass bottle

Sigma Aldrich - 06050

Other Notes
Important palladium catalyst1,2; Reagent for allylpalladation of olefins 3
Application
Application Guide for Palladium Catalyzed Cross-Coupling Reactions

REFERENCES

• Reacts with lithium enolates of esters, in the presence of CO and excess TMEDA, to give good yields of ɑ-cyclopropyl esters: Angew. Chem. Int. Ed., 31, 234 (1992).
• Used in combination with a chiral diamine to effect displacement of a mesylate with Trimethylsilyl azide, L00173, in the asymmetric synthesis of (+)-pancratistin: J. Am. Chem. Soc., 117, 10143 (1995).