bis(3-[(1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]-1H-inden-1-ide); dichlorozirconiumbis(ylium)

• ChemBase ID: 143082
• Molecular Formular: C38H50Cl2Zr
• Molecular Mass: 668.9336
• Monoisotopic Mass: 666.23366096
• SMILES: C[C@@H]1CC[C@H]([C@H](C1)C1=C[CH-]c2c1cccc2)C(C)C.C[C@@H]1CC[C@H]([C@H](C1)C1=C[CH-]c2c1cccc2)C(C)C.Cl[Zr+2]Cl
• Canonical SMILES: C[C@@H]1CC[C@H]([C@H](C1)C1=C[CH-]c2c1cccc2)C(C)C.C[C@@H]1CC[C@H]([C@H](C1)C1=C[CH-]c2c1cccc2)C(C)C.Cl[Zr+2]Cl
• InChI: InChI=1S/2C19H25.2ClH.Zr/c2*1-13(2)16-10-8-14(3)12-19(16)18-11-9-15-6-4-5-7-17(15)18;;;/h2*4-7,9,11,13-14,16,19H,8,10,12H2,1-3H3;2*1H;/q2*-1;;;+4/p-2/t2*14-,16+,19+;;;/m11.../s1
• InChIKey: METJRSFCXHPYKG-IZAHSXOQSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(3-[(1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]-1H-inden-1-ide); dichlorozirconiumbis(ylium)
• IUPAC Traditional name: bis(3-[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]-1H-inden-1-ide); dichlorozirconiumbis(ylium)
• Synonyms: Dichlorobis[(1,2,3,3a,7a-η)-1-[(1S,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]-1H-inden-1-yl]-zirconium; ZACA catalyst; Dichlorobis(1-neomenthylindenyl)-zirconium; ZACA 催化剂; 二氯双(1-新甲基茚基)-锆

Database IDs

• CAS Number: 148347-88-0
• MDL Number: MFCD06798305
• PubChem SID: 162237305
• PubChem CID: 71310866

CALCULATED PROPERTIES

• Acid pKa: 18.98069
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.908298
• LogD (pH = 7.4): 5.908298
• Log P: 6.5169
• Molar Refractivity: 82.6036 cm^3
• Polarizability: 34.02352 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: >195 °C (dec.)

Safety Information

• German water hazard class: nwg

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C38H50Cl2Zr

DETAILS

Sigma Aldrich - 719072

Application
Prof. Ei-ich Negishi′s group has reported the Zirconium-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA) reaction. The ZACA catalyst is a prototypical catalyst for asymmetric carbon-carbon bond formation, used for the efficient and selective synthesis of chiral organic compounds and natural products.5,6,7,8,9
Catalyst for:
• Carboalumination of alkenes1
• Asymmetric carboalumination2
• Intramolecular olefin coupling3
• Polymerization of propylene4
Packaging
100 mg in glass bottle