bis(cyclopenta-2,4-dien-1-ide); dichlorozirconiumbis(ylium)

• ChemBase ID: 150658
• Molecular Formular: C10H10Cl2Zr
• Molecular Mass: 292.3164
• Monoisotopic Mass: 289.92065968
• SMILES: C1=C[CH-]C=C1.C1=C[CH-]C=C1.Cl[Zr+2]Cl
• Canonical SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1.Cl[Zr+2]Cl
• InChI: InChI=1S/2C5H5.2ClH.Zr/c2*1-2-4-5-3-1;;;/h2*1-5H;2*1H;/q2*-1;;;+4/p-2
• InChIKey: QMBQEXOLIRBNPN-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(cyclopenta-2,4-dien-1-ide); dichlorozirconiumbis(ylium)
• IUPAC Traditional name: bis(cyclopentadienide); dichlorozirconiumbis(ylium)
• Synonyms: Dichlorodicyclopentadienylzirconium; Dichlorozirconocene; Zirconium dicyclopentadiene dichloride; Di(cyclopentadienyl)zirconium(IV) dichloride; Zirconocene dichloride; Bis(cyclopentadienyl)zirconium(IV) dichloride; 二(环戊二烯基)二氯化锆(IV); 二氯二茂锆; 双(环戊二烯基)二氯化锆(IV)

Database IDs

• CAS Number: 1291-32-3
• EC Number: 215-066-8
• MDL Number: MFCD00003726
• PubChem SID: 162244819; 24851743
• PubChem CID: 6101677

CALCULATED PROPERTIES

• Log P: 2.248
• Molar Refractivity: 21.715 cm^3
• Polarizability: 8.791516 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 16.226988
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.499
• LogD (pH = 7.4): 1.499

PROPERTIES

Physical Property

• Melting Point: 242-245 °C(lit.); 243-245 °C

Safety Information

• RTECS: ZH7525000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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

Product Information

• Purity: ≥98%; ≥98.0% (AT)
• Grade: purum
• Empirical Formula (Hill Notation): C10H10Cl2Zr

DETAILS

Sigma Aldrich - 196215

Application
Useful in the synthesis of a wide range of early-transition-metal complexes and organometallic compounds.1
Packaging
5, 25, 100 g in glass bottle

Sigma Aldrich - 14693

Other Notes
Stable starting material for the preparation of bis(cyclopentadienyl)zirconium chloride hydride (Schwartz′ reagent)1; Methylenation of carbonyl compounds with this reagent, Zn and CH2Br22; Starting material for the in-situ preparation of zirconocene 1-butene adduct, the Negishi reagent, used for intramolecular co-cyclisations3