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

• ChemBase ID: 149172
• Molecular Formular: C10H11BFeO2
• Molecular Mass: 229.84914
• Monoisotopic Mass: 230.02014749
• SMILES: B(C1=C[CH-]C=C1)(O)O.C1=C[CH-]C=C1.[Fe+2]
• Canonical SMILES: [CH-]1C=CC=C1.OB(C1=C[CH-]C=C1)O.[Fe+2]
• InChI: InChI=1S/C5H6BO2.C5H5.Fe/c7-6(8)5-3-1-2-4-5;1-2-4-5-3-1;/h1-4,7-8H;1-5H;/q2*-1;+2
• InChIKey: XCHXIPVWFCEEMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion 3-(dihydroxyboranyl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide
• IUPAC Traditional name: λ^2-iron(2+) ion 3-(dihydroxyboranyl)cyclopenta-2,4-dien-1-ide cyclopentadienide
• Synonyms: (Boronocyclopentadienyl)cyclopentadienyl iron; NSC 119337; Ferroceneboronic acid; 二茂铁硼酸

Database IDs

• CAS Number: 12152-94-2
• EC Number: 235-272-1
• MDL Number: MFCD00059074
• PubChem SID: 162243340; 24869079
• PubChem CID: 49822722

CALCULATED PROPERTIES

• Acid pKa: 14.71796
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.3037
• LogD (pH = 7.4): 0.30369997
• Log P: 1.8412
• Molar Refractivity: 26.2605 cm^3
• Polarizability: 11.876169 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 145-150 °C (dec.)(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• 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: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C10H11BFeO2

DETAILS

Sigma Aldrich - 455547

Other Notes
Contains varying amounts of anhydride
Packaging
5, 25 g in glass bottle
Application
Redox-acitce electrochemical probe to monitor interactions involving sugars1Reactant involved in:
• Synthesis of ferrocene-appended subporphyrins for electrochemical property studies2
• Synthesis of catalysts for polymerization of olefins3
• Suzuki-coupling reaction with organic triflates4,5
• Catalytic ortho-lithiation6

Sigma Aldrich - 56257

Application
Derivatization reagent for the determination of brassinosteroids7
Redox-acitce electrochemical probe to monitor interactions involving sugars1Reactant involved in:
• Synthesis of ferrocene-appended subporphyrins for electrochemical property studies2
• Synthesis of catalysts for polymerization of olefins3
• Suzuki-coupling reaction with organic triflates4,5
• Catalytic ortho-lithiation6
Other Notes
Contains varying amounts of anhydride