ChemicalBook CAS DataBase List Chlorocarbonyl ferrocene

Chlorocarbonyl ferrocene synthesis

4synthesis methods

Product Name:Chlorocarbonyl ferrocene
CAS Number:1293-79-4
Molecular formula:C11ClFeO
Molecular Weight:239.42

79-37-8
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$17.67/10gm:

1271-42-7 Synthesis

1271-42-7
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$6.00/1g

1293-79-4
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$41.00/1g

Yield:1293-79-4 97%

Reaction Conditions:

in dichloromethane at 0 - 20; for 4 h;Inert atmosphere;

Steps:

3.1 Ferrocenoyl chloride 1
Under a nitrogen atmosphere, to a stirred solution of ferrocene carboxylic acid (1.20 g, 5.2 mmol) in freshly distillated dichloromethane (10 ml), was added dropwise oxalyl chloride (4 ml, 46.8 mmol), at 0 °C.
The resulting mixture was stirred at ambient temp. for 4 h, then the solvent was removed under reduce pressure.
The solution was triturated with hot pentane, then the mixture was filtered, and the filtrate was concentrated under reduced pressure.
The resulting residue was crystallized from pentane to give a red crystalline solid (1.25 g, 97%): mp 134 °C.
¹H-NMR (300 MHz, CDCl₃): δ 4.36 (s, 5H, C₅H₅), 4.66 (s, 2H, C₅H₄), 4.94 (s, 2H, C₅H₄).