λ2-iron(2+) ion 3-(1-chloro-3-oxoprop-1-en-1-yl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide

• ChemBase ID: 139514
• Molecular Formular: C13H11ClFeO
• Molecular Mass: 274.52384
• Monoisotopic Mass: 273.98478015
• SMILES: C1=C[CH-]C=C1.[CH-]1C=CC(=C1)/C(=C/C=O)/Cl.[Fe+2]
• Canonical SMILES: [CH-]1C=CC=C1.O=C/C=C(/C1=C[CH-]C=C1)\Cl.[Fe+2]
• InChI: InChI=1S/C8H6ClO.C5H5.Fe/c9-8(5-6-10)7-3-1-2-4-7;1-2-4-5-3-1;/h1-6H;1-5H;/q2*-1;+2
• InChIKey: BYIKGQQCVGKGKB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion 3-(1-chloro-3-oxoprop-1-en-1-yl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide
• IUPAC Traditional name: λ^2-iron(2+) ion 3-(1-chloro-3-oxoprop-1-en-1-yl)cyclopenta-2,4-dien-1-ide cyclopentadienide
• Synonyms: (1-Chloro-3-oxo-1-propenyl)ferrocene; 3-Ferrocenyl-3-chloropropenal; [(1-Chloro-2-formylvinyl)cyclopentadienyl]cyclopentadienyliron; β-Ferrocenyl-β-chloroacrolein; (1-Chloro-2-formylvinyl)ferrocene; (1-氯-2-甲酰基乙烯基)二茂铁

Database IDs

• CAS Number: 12085-68-6
• MDL Number: MFCD03416839
• PubChem SID: 24881457; 162233762
• PubChem CID: 71310257

CALCULATED PROPERTIES

• Log P: 1.72
• Molar Refractivity: 42.5077 cm^3
• Polarizability: 15.873866 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 14.522657
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.3872272
• LogD (pH = 7.4): 1.3872272

PROPERTIES

Physical Property

• Apperance: solid
• Melting Point: 74-78 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C13H11ClFeO

DETAILS

Sigma Aldrich - 593591

Packaging
1 g in glass bottle
Application
Reactant for synthesis of:
• Ferrocene-based hydrazones1 and pyrazoles2
• Complexes with linked ferrocene moieties3Reactant for:
• Converstion of mathyl ketones into terminal acetylenes4
• Addition and cycloaddition reaction kinetics of substituted ferrocenylketenes5
• Reaction with phenylenediamine in the presence of nickel diacetate6