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Disodium tetracarbonylferrate is the chemical compound with the formula Na2[Fe(CO)4]. This oxygen-sensitive colourless solid is employed in organic synthesis", mainly to synthesise aldehydes. It is commonly used with dioxane complexed to the sodium cation, this dioxane solvate being known as Collman's reagent. The tetracarbonylferrate dianion is tetrahedral.
Additional recommended knowledge
The reagent was reported by Cooke in 1970. The current synthesis entails the reduction of a solution of iron pentacarbonyl in tetrahydrofuran by sodium-naphthenide. The efficiency of the synthesis depends on the quality of the iron pentacarbonyl.
The reagent was originally described for the conversion of primary alkyl bromides, RBr, to the corresponding aldehydes in a two-step, "one-pot" reaction:
Disodium tetracarbonylferrate reacts with alkyl halides (RX) to produce alkyl complexes:
One attraction of these methods is the low cost of the iron carbonyl as well as the fact that the procedures are relatively “green” because the side product is iron-based.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Disodium_tetracarbonylferrate". A list of authors is available in Wikipedia.|