λ2-iron(2+) ion bis(3-{12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosan-13-yl}cyclopenta-2,4-dien-1-ide)

• ChemBase ID: 135705
• Molecular Formular: C50H72FeO4P2
• Molecular Mass: 854.896802
• Monoisotopic Mass: 854.42552154
• SMILES: C1CCC2C(C1)CCC1C2C2C3CCCCC3CCC2OP(O1)C1=C[CH-]C=C1.C1CCC2C(C1)CCC1C2C2C3CCCCC3CCC2OP(O1)C1=C[CH-]C=C1.[Fe+2]
• Canonical SMILES: C1CCC2C(C1)C1C(CC2)OP(OC2C1C1CCCCC1CC2)C1=C[CH-]C=C1.C1CCC2C(C1)C1C(CC2)OP(OC2C1C1CCCCC1CC2)C1=C[CH-]C=C1.[Fe+2]
• InChI: InChI=1S/2C25H36O2P.Fe/c2*1-5-11-20-17(7-1)13-15-22-24(20)25-21-12-6-2-8-18(21)14-16-23(25)27-28(26-22)19-9-3-4-10-19;/h2*3-4,9-10,17-18,20-25H,1-2,5-8,11-16H2;/q2*-1;+2
• InChIKey: GYKUOGGSXFAGPQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion bis(3-{12,14-dioxa-13-phosphapentacyclo[13.8.0.0^2,^1^1.0^3,^8.0^1^8,^2^3]tricosan-13-yl}cyclopenta-2,4-dien-1-ide)
• IUPAC Traditional name: λ^2-iron(2+) ion bis(3-{12,14-dioxa-13-phosphapentacyclo[13.8.0.0^2,^1^1.0^3,^8.0^1^8,^2^3]tricosan-13-yl}cyclopenta-2,4-dien-1-ide)
• Synonyms: R, R-Reetz F-Diphosphonite; 1,1′-Bis[(11bR)-dinaphtho[2,1-d:1′, 2′-f][1,3,2]dioxaphosphepin-4-yl]ferrocene; S,S-Reetz F-Diphosphonite; 1,1′-Bis[(11bS)-dinaphtho[2,1-d:1′, 2′-f][1,3,2]dioxaphosphepin-4-yl]ferrocene; R, R-Reetz F-二亚磷酸酯; 1,1′-双[(11bR)-二萘并[2,1-d:1′, 2′-f][1,3,2]二噁磷杂庚英-4-基]二茂铁; S,S-Reetz F-二亚磷酸酯; 1,1′-双[(11bS)-二萘并[2,1-d:1′, 2′-f][1,3,2]二噁磷杂庚英-4-基]二茂铁

Database IDs

• CAS Number: 217175-10-5; 260395-56-0
• MDL Number: MFCD10566988
• PubChem SID: 162229978
• PubChem CID: 71309385

CALCULATED PROPERTIES

• Acid pKa: 12.979082
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.409422
• LogD (pH = 7.4): 5.5339966
• Log P: 7.0654
• Molar Refractivity: 113.3865 cm^3
• Polarizability: 45.953056 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40
• Safety Statements: 23-24/25-36/37

Product Information

• Empirical Formula (Hill Notation): C50H32FeO4P2

DETAILS

Sigma Aldrich - 682950

Application
Used in a variety of asymmetric reactions, including: hydrogenations and conjugate additions.1,2

Sigma Aldrich - 682942

Application
Used in a variety of asymmetric reactions, including: hydrogenations and conjugate additions.1,2