λ2-iron(2+) ion 3-carbamoylcyclopenta-2,4-dien-1-ide pentaphenylcyclopenta-2,4-dien-1-ide

• ChemBase ID: 141204
• Molecular Formular: C41H31FeNO
• Molecular Mass: 609.53594
• Monoisotopic Mass: 609.17550212
• SMILES: c1ccc(cc1)C1=C([C-](C(=C1c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1.[CH-]1C=CC(=C1)C(=O)N.[Fe+2]
• Canonical SMILES: c1ccc(cc1)[C-]1C(=C(C(=C1c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1.NC(=O)C1=C[CH-]C=C1.[Fe+2]
• InChI: InChI=1S/C35H25.C6H6NO.Fe/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28;7-6(8)5-3-1-2-4-5;/h1-25H;1-4H,(H2,7,8);/q2*-1;+2
• InChIKey: MPOSKPGPLSSGEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion 3-carbamoylcyclopenta-2,4-dien-1-ide pentaphenylcyclopenta-2,4-dien-1-ide
• IUPAC Traditional name: λ^2-iron(2+) ion 3-carbamoylcyclopenta-2,4-dien-1-ide pentaphenylcyclopenta-2,4-dien-1-ide
• Synonyms: 1′-(Aminocarbonyl)-1,2,3,4,5-pentaphenyl-ferrocene; 1′,2′,3′4′,5′-Pentaphenylferrocene carboxamide; 1′-(氨基羰基)-1,2,3,4,5-五苯基-二茂铁; 1′,2′,3′4′,5′-五苯基二茂铁甲酰胺

Database IDs

• CAS Number: 894777-14-1
• MDL Number: MFCD10566976
• PubChem SID: 162235439
• PubChem CID: 71310582

CALCULATED PROPERTIES

• Acid pKa: 9.584609
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 8.983381
• LogD (pH = 7.4): 8.980594
• Log P: 10.4093
• Molar Refractivity: 147.396 cm^3
• Polarizability: 64.53731 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C41H31FeNO

DETAILS

Sigma Aldrich - 671940

Analysis Note
contains ~1 equivalent of chloroform
Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant for:
• Asymmetric Aza-Claisen rearrangement1
• Synthesis and diastereoselective ortholithiation / cyclopalladation2
• Synthesis of enantioselective ferrocenyl-imidazoline palladacycle catalysts3