acetylironylium; cyclopenta-2,4-dien-1-ide; methanidylidyneoxidanium; triphenylphosphane

• ChemBase ID: 158140
• Molecular Formular: C26H23FeO2P
• Molecular Mass: 454.278381
• Monoisotopic Mass: 454.07850411
• SMILES: CC(=O)[Fe+].[C-]#[O+].c1ccc(cc1)P(c1ccccc1)c1ccccc1.C1=C[CH-]C=C1
• Canonical SMILES: [CH-]1C=CC=C1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.CC(=O)[Fe+].[C-]#[O+]
• InChI: InChI=1S/C18H15P.C5H5.C2H3O.CO.Fe/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2-4-5-3-1;1-2-3;1-2;/h1-15H;1-5H;1H3;;/q;-1;;;+1
• InChIKey: XKNTYTKVIUHNEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: acetylironylium; cyclopenta-2,4-dien-1-ide; methanidylidyneoxidanium; triphenylphosphane
• IUPAC Traditional name: acetylironylium; carbon monoxide; cyclopentadienide; triphenylphosphine
• Synonyms: (S)-(+)-Cyclopentadienyl iron acetyl carbonyl triphenylphosphine complex; ‘Iron acetyl chiral’; (S)-(+)-Acetyl-cyclopentadienyl-iron carbonyl triphenylphosphine complex; “手性乙酰基铁"; (S)-(+)-乙酰-环戊二烯基铁复杂羰三苯基膦

Database IDs

• CAS Number: 36548-60-4
• MDL Number: MFCD00148973
• PubChem SID: 162252276; 24845129
• PubChem CID: 71312629

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.1066
• LogD (pH = 7.4): 5.1066
• Log P: 5.1066
• Molar Refractivity: 81.6229 cm^3
• Polarizability: 32.34495 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 151-156 °C
• Optical Rotation: [α]20/D +175±10°, c = 0.04% in benzene

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: ≥97.0% (sum of enantiomers, HPLC)
• Grade: purum
• Empirical Formula (Hill Notation): C26H23FeO2P

DETAILS

Sigma Aldrich - 01037

Other Notes
Chiral organometallic auxiliary for several C-C bond forming reactions