| Disodium Tetracarbonylferrate |
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Information AboutDisodium Tetracarbonylferrate |
| CATEGORIES ABOUT DISODIUM TETRACARBONYLFERRATE | |
| carbonyl complexes | |
| iron compounds | |
| inorganic carbon compounds | |
SYNTHESIS The Reagent was reported by Cooke in 1970.2 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. :Fe(CO)5 + 2 Na → Na2 {Link without Title} + CO REACTIONS The reagent was originally described for the conversion of primary alkyl bromides, RBr, to the corresponding aldehydes in a two-step, "one-pot" reaction: :Na2[Fe(CO)4] + RBr → Na[RFe(CO)4] + NaBr This solution is then treated sequentially with PPh3 and then Acetic Acid to give the aldehyde, RCHO. Disodium tetracarbonylferrate can be used to convert Acid Chloride s to aldehydes. As for Cooke’s early discovery, an iron Acyl complex undergoes protonolysis to give the aldehyde. :Na2[Fe(CO)4] + RCOCl → Na[RC(O)Fe(CO)4] + NaCl :Na {Link without Title} + HCl → RCHO + "Fe(CO)4" + NaCl Disodium tetracarbonylferrate reacts with Alkyl Halides (RX) to produce alkyl complexes: :Na2[Fe(CO)4] + RX → Na[RFe(CO)4] + NaX Such iron alkyls can be converted to the corresponding Carboxylic Acid and Acid Halide s: :Na {Link without Title} + O2 , H+ →→ RCO2H + Fe... :Na {Link without Title} + X2 → RC(O)X + FeX2 + 3 CO + NaCl 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. REFERENCES FURTHER READING EXTERNAL LINKS |
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