λ2-iron(2+) ion bis(3-[(3aS,4S,6S,6aS)-2,2,4,6-tetramethyl-hexahydrophospholo[3,4-d][1,3]dioxol-5-yl]cyclopenta-2,4-dien-1-ide)

• ChemBase ID: 140377
• Molecular Formular: C28H40FeO4P2
• Molecular Mass: 558.407322
• Monoisotopic Mass: 558.17512052
• SMILES: C[C@H]1[C@@H]2[C@@H]([C@@H](P1C1=C[CH-]C=C1)C)OC(O2)(C)C.C[C@H]1[C@@H]2[C@@H]([C@@H](P1C1=C[CH-]C=C1)C)OC(O2)(C)C.[Fe+2]
• Canonical SMILES: C[C@H]1[C@H]2OC(O[C@@H]2[C@@H](P1C1=C[CH-]C=C1)C)(C)C.C[C@H]1[C@H]2OC(O[C@@H]2[C@@H](P1C1=C[CH-]C=C1)C)(C)C.[Fe+2]
• InChI: InChI=1S/2C14H20O2P.Fe/c2*1-9-12-13(16-14(3,4)15-12)10(2)17(9)11-7-5-6-8-11;/h2*5-10,12-13H,1-4H3;/q2*-1;+2/t2*9-,10-,12+,13+;/m00./s1
• InChIKey: JERGFYZQUSOISZ-DYCBUYNASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion bis(3-[(3aS,4S,6S,6aS)-2,2,4,6-tetramethyl-hexahydrophospholo[3,4-d][1,3]dioxol-5-yl]cyclopenta-2,4-dien-1-ide)
• IUPAC Traditional name: λ^2-iron(2+) ion bis(3-[(3aS,4S,6S,6aS)-2,2,4,6-tetramethyl-tetrahydrophospholo[3,4-d][1,3]dioxol-5-yl]cyclopenta-2,4-dien-1-ide)
• Synonyms: 1,1′-Bis[(3aS,4S,6S,6aS)-tetrahydro-2,2,4,6-tetramethyl-5H-phospholo[3,4-d]-1,3-dioxol-5-yl]ferrocene; 1,1-Bis[(2S,3S,4S,5S)-2,5-dimethyl-3,4-O-isopropylidene-3,4-dihydroxyphospholanyl]ferrocene; (S)-Me-f-KetalPhos; 1,1-双[(2S,3S,4S,5S)-2,5-二甲基-3,4-O-异亚丙基-3,4-二羟基磷杂环戊基]二茂铁

Database IDs

• CAS Number: 488760-58-3
• MDL Number: MFCD09842756
• PubChem SID: 162234621
• PubChem CID: 71310404

CALCULATED PROPERTIES

• Acid pKa: 14.274832
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5787352
• LogD (pH = 7.4): 1.7977111
• Log P: 3.2991
• Molar Refractivity: 68.7809 cm^3
• Polarizability: 27.91772 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 151.6-158.4 °C

Safety Information

• German water hazard class: 3

Product Information

• Empirical Formula (Hill Notation): C28H40O4P2Fe

DETAILS

Sigma Aldrich - 685674

Packaging
100 mg in glass bottle
Legal Information
Sold in collaboration with Chiral Quest for research purposes only. US Patent No.: 6,337,406 and 6,727,377.
Application
Chiral Quest Phosphine Ligands for Asymmetric Hydrogenation
• Chiral ferrocenyl phosphine ligand used for catalysis of asymmetric hydrogenation reaction1,2