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

• ChemBase ID: 149941
• Molecular Formular: C12H11FeN
• Molecular Mass: 225.06744
• Monoisotopic Mass: 225.02408686
• SMILES: C1=C[CH-]C=C1.[CH-]1C=CC(=C1)CC#N.[Fe+2]
• Canonical SMILES: [CH-]1C=CC=C1.N#CCC1=C[CH-]C=C1.[Fe+2]
• InChI: InChI=1S/C7H6N.C5H5.Fe/c8-6-5-7-3-1-2-4-7;1-2-4-5-3-1;/h1-4H,5H2;1-5H;/q2*-1;+2
• InChIKey: TWXGKHRATKMJNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion 3-(cyanomethyl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide
• IUPAC Traditional name: λ^2-iron(2+) ion 3-(cyanomethyl)cyclopenta-2,4-dien-1-ide cyclopentadienide
• Synonyms: Ferrocenylmethyl cyanide; NSC 301053; Ferroceneacetonitrile; 乙腈二茂铁

Database IDs

• CAS Number: 1316-91-2
• MDL Number: MFCD00068572
• PubChem SID: 24860283; 162244103
• PubChem CID: 50912032

CALCULATED PROPERTIES

• Acid pKa: 15.992353
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.9246371
• LogD (pH = 7.4): 0.924637
• Log P: 1.7164
• Molar Refractivity: 32.0019 cm^3
• Polarizability: 12.253301 Å^3
• Polar Surface Area: 23.79 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 81-83 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Empirical Formula (Hill Notation): C12H11FeN

DETAILS

Sigma Aldrich - 335053

Packaging
1 g in glass bottle
Application
Uses:
• Preparation of redox-active bis(ferrocenyl-amidine) anion sensor1
• Electrochemical detection of nucleic acids (DNA sensor)2
• Reactant in electron-transfer reactions3
• Reactant in electrooxidation reactions (indirect oxidation of the side chain)4