bis(2-methylprop-2-en-1-ide); bis(chloropalladiumylium)

• ChemBase ID: 139886
• Molecular Formular: C8H14Cl2Pd2
• Molecular Mass: 393.94276
• Monoisotopic Mass: 391.85422781
• SMILES: CC(=C)[CH2-].CC(=C)[CH2-].Cl[Pd+].Cl[Pd+]
• Canonical SMILES: [CH2-]C(=C)C.[CH2-]C(=C)C.[Pd+]Cl.[Pd+]Cl
• InChI: InChI=1S/2C4H7.2ClH.2Pd/c2*1-4(2)3;;;;/h2*1-2H2,3H3;2*1H;;/q2*-1;;;2*+2/p-2
• InChIKey: ACRRLAATBVAFBT-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(2-methylprop-2-en-1-ide); bis(chloropalladiumylium)
• IUPAC Traditional name: bis(2-methylprop-2-en-1-ide); bis(chloropalladiumylium)
• Synonyms: Dichlorobis(2-methylallyl)dipalladium; NSC 270885; Chloro(2-methylallyl)palladium(II) dimer; (2-Methylallyl)palladium(II) chloride dimer; (2-甲基烯丙基)氯化钯二聚体; 双聚氯化二(2-甲代烯丙基)钯

Database IDs

• CAS Number: 12081-18-4
• MDL Number: MFCD08561141
• PubChem SID: 24885140; 162234133
• PubChem CID: 71310360

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): -1.7381997
• LogD (pH = 7.4): -1.7381997
• Log P: 1.7368052
• Molar Refractivity: 18.8391 cm^3
• Polarizability: 7.8020873 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 168.2-174.0 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Linear Formula: [CH2=C(CH3)CH2PdCl]2

DETAILS

Sigma Aldrich - 673064

Analysis Note
Precursor to a Pd(I) catalyst used in cross-coupling of organosilanols.5
Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Catalyst for:
• Asymmetric allylic alkylation reactions1
• Suzuki-Miyaura reactions2
• Reductive cleavage reactions3
• Reaction of alkenyloxiranes with carbon monoxide4
Protocols & Applications
Cross-Coupling using Organosilanols as Powerful Nucleophiles