Di(benzoylcyclopentadienyl) Iron

Base Information

• Chemical Name: Di(benzoylcyclopentadienyl) Iron
• CAS No.: 12180-80-2
• Molecular Formula: C₂₄H₁₈FeO₂
• Molecular Weight: 394.253
• Hs Code.: 2931900090
• Mol file: 12180-80-2.mol

Synonyms:Di(benzoylcyclopentadienyl) Iron;cyclopenta-1,3-dien-1-yl(phenyl)methanone;iron(2+);Bis(benzoylcyclopentadienyl) Iron;1,1'-Dibenzoylferrocen;NCIOpen2_007146;EINECS 235-344-2;SY054822;B0915;1,1 inverted exclamation mark -Dibenzoylferrocene

Chemical Property of Di(benzoylcyclopentadienyl) Iron

Chemical Property:

• Melting Point: 103 °C
• Boiling Point: 293.1 °C at 760 mmHg
• Flash Point: 124 °C
• PSA: 34.14000
• Density: g/cm³
• LogP: 4.54670
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Toluene
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 394.065615
• Heavy Atom Count: 27
• Complexity: 407

Purity/Quality:

99%min ^*data from raw suppliers

1,1-Dibenzoylferrocene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: [CH-]1C=CC=C1C(=O)C2=CC=CC=C2.[CH-]1C=CC=C1C(=O)C2=CC=CC=C2.[Fe+2]

Technology Process of Di(benzoylcyclopentadienyl) Iron

There total 4 articles about Di(benzoylcyclopentadienyl) Iron which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

ferrocene (102-54-5,55404-68-7) + benzoyl chloride (98-88-4) → 1,1’-dibenzoylferrocene (12180-80-2,32983-90-7)

Guidance literature:

With aluminium chloride; In dichloromethane; ferrocene (1.0 equiv.) added to a stirred suspension of benzoyl chloride(2.2 equiv.) and aluminium chloride (2.2 equiv.) in dichloromethane, st irred at room temp. overnight (16 h); washed with water, organic layer passed through a plug of alumina, washed with chloroform, washings concentrated in vacuo, crude product purified by flash column chromy. on silica gel (TLC Rf 0.26 (1:1 ether-hexane)), elem. anal.;

DOI:10.1039/b000833h

Reference yield: 99.0%

(benzoylcyclopentadienyl)thallium + iron(II) chloride → 1,1’-dibenzoylferrocene (12180-80-2,32983-90-7)

Guidance literature:

In tetrahydrofuran; heated at reflux under nitrogen for 3 days; filtered; concentrated with rotary evaporator; dried under a high vac.; crystd. from ethanol/water;

DOI:10.1016/0022-328X(93)80132-U

Reference yield: 83.0%

ferrocene (102-54-5,55404-68-7) + benzoyl chloride (98-88-4) → benzoylferrocene (1272-44-2) + 1,1’-dibenzoylferrocene (12180-80-2,32983-90-7)

Guidance literature:

With 1-ethyl-3-methylimidazolium iodide-AlCl₃; (argon); very slow addn. of AlCl3 to 1-ethyl-3-methylimidazolium iodide, addn. of ferrocene to the ionic liquid, stirring (10 min), ice bath (0°C), addn. of BzCl, stirring (0°C, 2 h), quenching (2 M HCl); extraction (CH2Cl2), drying (MgSO4), concn. (vac.), column chromy. (SiO2, hexanes/ethyl acetate, 10:1 to 1:1);

DOI:10.1039/a806708b

upstream raw materials:

ferrocene

phthalic anhydride

benzoyl chloride

Downstream raw materials:

(C₅H₄COC₆H₅)Fe(CH₃OH)3⁽¹⁺⁾

ferrocene-1,1' diylbis(diphenylmethanol)

[1-[((2-bromophenyl)imino)phenylmethyl]-1'-benzoyl]ferrocene