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

• ChemBase ID: 139906
• Molecular Formular: C12H14FeO
• Molecular Mass: 230.08396
• Monoisotopic Mass: 230.03940257
• SMILES: CC(C1=C[CH-]C=C1)O.C1=C[CH-]C=C1.[Fe+2]
• Canonical SMILES: [CH-]1C=CC=C1.CC(C1=C[CH-]C=C1)O.[Fe+2]
• InChI: InChI=1S/C7H9O.C5H5.Fe/c1-6(8)7-4-2-3-5-7;1-2-4-5-3-1;/h2-6,8H,1H3;1-5H;/q2*-1;+2
• InChIKey: YDZCBKCOBVVHFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion 3-(1-hydroxyethyl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide
• IUPAC Traditional name: λ^2-iron(2+) ion 3-(1-hydroxyethyl)cyclopenta-2,4-dien-1-ide cyclopentadienide
• Synonyms: α-Ferrocenylethanol; (1-Hydroxyethyl)ferrocene; NSC 162110; α-Methylferrocenemethanol; 1-(Ferrocenyl)ethanol; α-Methylferrocenemethanol; 1-(Ferrocenyl)ethanol; α-羟乙基二茂铁; 1-二茂铁基乙醇; α-羟乙基二茂铁; 1-二茂铁基乙醇

Database IDs

• CAS Number: 1277-49-2
• MDL Number: MFCD00013752
• PubChem SID: 24862812; 162234153
• PubChem CID: 16057797

CALCULATED PROPERTIES

• Acid pKa: 15.884403
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.8781651
• LogD (pH = 7.4): 0.8781651
• Log P: 1.8258
• Molar Refractivity: 32.9497 cm^3
• Polarizability: 13.025303 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 76-79 °C(lit.)

Safety Information

• RTECS: LK0730000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C12H14FeO

DETAILS

Sigma Aldrich - 369268

Packaging
1 g in glass bottle
Application

• Ligand in titanium-catalyzed intermolecular hydroamination of terminal alkynes (Markovnikov vs. anti-Markovnikov addition)1Reactant for:
• Single-electron transfer living radical polymerization reactions2
• Preparation of ferrocene-modified thiopyrimidines as anticancer agents3
• Preparation of rersible addition-fragmentation chain transfer (RAFT) agent for RAFT polymerization of styrene4

Sigma Aldrich - 46269

Application

• Ligand in titanium-catalyzed intermolecular hydroamination of terminal alkynes (Markovnikov vs. anti-Markovnikov addition)1Reactant for:
• Single-electron transfer living radical polymerization reactions2
• Preparation of ferrocene-modified thiopyrimidines as anticancer agents3
• Preparation of rersible addition-fragmentation chain transfer (RAFT) agent for RAFT polymerization of styrene4