1',2',3',4',5'-pentamethylferrocenecarbaldehyde

Base Information

• Chemical Name: 1',2',3',4',5'-pentamethylferrocenecarbaldehyde
• CAS No.: 135774-00-4
• Molecular Formula: C₁₆H₂₀FeO
• Molecular Weight: 284.181
• Mol file: 135774-00-4.mol

Synonyms:

Chemical Property of 1',2',3',4',5'-pentamethylferrocenecarbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 1',2',3',4',5'-pentamethylferrocenecarbaldehyde

There total 1 articles about 1',2',3',4',5'-pentamethylferrocenecarbaldehyde 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:

pentamethylcyclopentadienyllithium (51905-34-1) + sodium formylcyclopentadienide (33320-28-4) + iron(II) diacetylacetonate → bis(pentamethylcyclopentadienyl)iron(II) (12126-50-0) + 1',2',3',4',5'-pentamethylferrocenecarbaldehyde (135774-00-4)

Guidance literature:

In tetrahydrofuran; addn. of LiC5Me5 in THF to Fe(acac)2 in THF, mixt. was stirred for 0.5 h, NaCpCHO in THF was added, mixt. was stirred overnight; filtn., solvent was removed, 2:1 mixt. of (C5Me5)2Fe and (C5Me5)Fe(C5H4CHO) monitored by NMR;

DOI:10.1021/ja00019a020

Reference yield: 57.3%

1',2',3',4',5'-pentamethylferrocenecarbaldehyde (135774-00-4) + p-xylenebis(triphenylphosphonium) dibromide (40817-03-6) + terephthalaldehyde, (623-27-8) → cis,trans-4-(2-(1,2,3,4,5-pentamethylferrocen-1'-yl)ethenyl)-4'-formylstilbene (185544-12-1,185749-11-5) + trans,trans-4-(2-(1,2,3,4,5-pentamethylferrocen-1'-yl)ethenyl)-4'-formylstilbene + 1,4-bis(1,2,3,4,5-pentamethylferrocen-1'-yl-ethenyl)benzene

Guidance literature:

With potassium tert-butoxide; In tetrahydrofuran; KO-tBu addn. to soln. of P-salt (-30°C), stirring (30 min), warming up (45 min), recooling to -30.degreee.C, addn. of Fe-compd., stirring(2 h), recooling to -30°C, KO-tBu addn. for ylide formation, ald ehyde addn., stirring overnight; aqueous workup, chromy. (SiO2, Et2O/hexane 1/2); 1st product in 2nd fraction, 2nd product in 3rd fraction; elem. anal. for 1st product;

DOI:10.1021/om960676w

upstream raw materials:

pentamethylcyclopentadienyllithium

sodium formylcyclopentadienide

Downstream raw materials:

cis,trans-4-(2-(1,2,3,4,5-pentamethylferrocen-1'-yl)ethenyl)-4'-formylstilbene