λ2-iron(2+) ion 3-(hydroxymethyl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide

• ChemBase ID: 142417
• Molecular Formular: C11H12FeO
• Molecular Mass: 216.05738
• Monoisotopic Mass: 216.0237525
• SMILES: C1=C[CH-]C=C1.[CH-]1C=CC(=C1)CO.[Fe+2]
• Canonical SMILES: [CH-]1C=CC=C1.OCC1=C[CH-]C=C1.[Fe+2]
• InChI: InChI=1S/C6H7O.C5H5.Fe/c7-5-6-3-1-2-4-6;1-2-4-5-3-1;/h1-4,7H,5H2;1-5H;/q2*-1;+2
• InChIKey: QRXGLGYFRJSPCY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion 3-(hydroxymethyl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide
• IUPAC Traditional name: λ^2-iron(2+) ion 3-(hydroxymethyl)cyclopenta-2,4-dien-1-ide cyclopentadienide
• Synonyms: (Hydroxymethyl)ferrocene; Ferrocenemethanol; Cyclopentadienyl[(hydroxymethyl)cyclopentadienyl] iron; Ferrocenylcarbinol; NSC 176246; Hydroxymethylferrocene; Ferrocenylmethyl alcohol; 羟甲基二茂铁; 二茂铁甲醇

Database IDs

• CAS Number: 1273-86-5
• MDL Number: MFCD00040878
• PubChem SID: 162236647; 24860285
• PubChem CID: 50911936

CALCULATED PROPERTIES

• Acid pKa: 15.85382
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.46159014
• LogD (pH = 7.4): 0.4615901
• Log P: 1.4127
• Molar Refractivity: 28.5309 cm^3
• Polarizability: 11.179764 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 79-81 °C(lit.); 81-82 °C

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: 95% (H-NMR); 97%
• Empirical Formula (Hill Notation): C11H12FeO

DETAILS

Sigma Aldrich - 335061

Packaging
5 g in glass bottle
500 mg in glass bottle

Sigma Aldrich - 706191

Packaging
1 g in glass bottle
Application
Reactant for synthesis of:
• Ferrocenyl(alkylimino)-1,4-dihydroquinolines1
• Side-chain ferrocene-containing (meth)acrylate polymers2
• Metal complex modified phospholipids3Reactant for:
• Chemoenzymatic synthesis of fluorescent and colored polyesters4
• Nucleophilic substitution of alcohols by cerium ammonium nitrate5
• Bioconjugation and immobilization of vinyl sulfone6