1,2,3,4,5-pentamethyl ferrocene

Base Information

• Chemical Name: 1,2,3,4,5-pentamethyl ferrocene
• CAS No.: 83928-47-6
• Molecular Formula: C₁₅H₂₀Fe
• Molecular Weight: 256.171
• Mol file: 83928-47-6.mol

Synonyms:1,2,3,4,5-pentamethyl ferrocene

Chemical Property of 1,2,3,4,5-pentamethyl ferrocene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2,3,4,5-pentamethyl ferrocene

There total 8 articles about 1,2,3,4,5-pentamethyl ferrocene 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: 30.0%

lithium cyclopentadienide + sodium pentamethylcyclopentadienide + iron(II) chloride → ferrocene (102-54-5,55404-68-7) + bis(pentamethylcyclopentadienyl)iron(II) (12126-50-0) + 1,2,3,4,5-pentamethyl ferrocene (83928-47-6)

Guidance literature:

In tetrahydrofuran; several min; chromy. (basic alumina; Et2O), purifn. by a multistep oxidation-reduction procedure; elem. anal.;

DOI:10.1016/0277-5387(95)00419-X

Reference yield: 19.9%

iron(II) acetylacetonate + 1,2,3,4,5-pentamethylcyclopentadiene (4045-44-7) + sodium cyclopentadienide + benzoyl chloride (98-88-4) → 1,2,3,4,5-pentamethyl ferrocene (83928-47-6) + phenyl(1,2,3,4,5-pentamethylferrocen-1'-yl)ketone (193420-99-4)

Guidance literature:

With t-BuOK; n-BuLi; In tetrahydrofuran; byproducts: decamethyl(dihydro)fulvalene; dropwise addn. of PhCOCl to NaCp, stirring (room temp., 30 min), addn. of t-BuOK, stirring for 1 h, addn. of mixt. of equimolar amts. of Fe-complex, BuLi and C5HMe5 at -80°C, warming to room temp. overnight; solvent removal (vac.), chromy. (Al2O3, Et2O/hexane=1:2); elem. anal.;

DOI:10.1016/S0022-328X(97)00133-2

Reference yield: 15.0%

FeBr2*(CH3OCH2CH2OCH3) (99611-53-7) + pentamethylcyclopentadienyllithium (51905-34-1) + sodium cyclopentadienide → ferrocene (102-54-5,55404-68-7) + bis(pentamethylcyclopentadienyl)iron(II) (12126-50-0) + 1,2,3,4,5-pentamethyl ferrocene (83928-47-6)

Guidance literature:

In tetrahydrofuran; (N2); to a suspn. of FeBr2*DME in THF at -80°C is added Li(C5Me5), mixt. is stirred for 10 min, addn. of CpNa in THF, stirred for 10 min at -80°C, warmed to room temp. during 2 h; evapn. of solvent, residue is extd. with pentane, filtered through Al2O3, evapn. of solvent;

DOI:10.1016/0022-328X(85)80150-9

upstream raw materials:

dimethylacetylene

acetylene-d2

iron

cyclopenta-1,3-diene

Downstream raw materials:

[(C₅H₄C(O)C₆H₄Cl)Fe(C₅(CH₃)5)]

2-bromo-5-methylbenzoylpentamethylferrocene

o-bromobenzoylpentamethylferrocene