λ2-iron(2+) ion 3-[(trimethylazaniumyl)methyl]cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide iodide

• ChemBase ID: 303367
• Molecular Formular: C14H20FeIN
• Molecular Mass: 385.06477
• Monoisotopic Mass: 384.99898515
• SMILES: C(C1=C[CH-]C=C1)[N+](C)(C)C.C1=C[CH-]C=C1.[Fe+2].[I-]
• Canonical SMILES: [CH-]1C=CC=C1.C[N+](CC1=C[CH-]C=C1)(C)C.[Fe+2].[I-]
• InChI: InChI=1S/C9H15N.C5H5.Fe.HI/c1-10(2,3)8-9-6-4-5-7-9;1-2-4-5-3-1;;/h4-7H,8H2,1-3H3;1-5H;;1H/q;-1;+2;/p-1
• InChIKey: JIXIGMAACRMMNM-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion 3-[(trimethylazaniumyl)methyl]cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide iodide
• IUPAC Traditional name: λ^2-iron(2+) ion 3-[(trimethylammonio)methyl]cyclopenta-2,4-dien-1-ide cyclopentadienide iodide
• Synonyms: N,N-Dimethylaminomethylferrocene methiodide; (Ferrocenylmethyl)trimethylammonium iodide; (二茂铁基甲基)三甲基碘化铵

Database IDs

• CAS Number: 12086-40-7
• EC Number: 235-152-9
• MDL Number: MFCD00041534

CALCULATED PROPERTIES

• Acid pKa: 15.673629
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): -2.9919999
• LogD (pH = 7.4): -2.9919999
• Log P: -2.4405742
• Molar Refractivity: 56.1713 cm^3
• Polarizability: 17.588242 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Crystalline
• Melting Point: 220°C dec.

Safety Information

• TSCA Listed: 否

REFERENCES

• Intermediate for attachment of ferrocene units to secondary amines; thus reaction with 1,4,8,11-Tetraazacyclotetradecane, A11516, in the presence of K₂CO₃ in MeCN gives the tetrakis(ferrocenylmethyl) substituted cyclam, which is of interest as a ligand in Cu(I)-Cu(II) redox systems: J. Chem. Soc., Dalton, 2485 (1991). Self-assembly processes of Ni(II) ions with this ligand have been studied. The coordination of Ni(II) results in the formation of a host molecule containing a redox-active cavity, of potential use in electrocatalysis: J. Chem. Soc., Chem. Commun., 1643 (1995).