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Disodium Tetracarbonylferrate




  SystematicName disodium tetracarbonylferrate
  OtherNames disodium iron tetracarbonyl,
  Section1 {{Chembox Identifiers
  CASNo 14878-31-0


  Section2 {{Chembox Properties
  Formula C<sub>4</sub>FeN<sub>2</sub>O<sub>4</sub>
  MolarMass 21387
  Appearance Colorless solid
  Density 216 g/cm<sup>3</sup>, solid
  Solubility Decomposes
  SolubleOther Tetrahydrofuran , Dimethylformamide , Dioxane


  Section3 {{Chembox Structure
  CrystalStruct Distorted tetrahedron
  Coordination Tetrahedral


  Section4 {{Chembox Thermochemistry


  Section5 {{Chembox Pharmacology


  Section6 {{Chembox Explosive


  Section7 {{Chembox Hazards
  MainHazards Pyrophoric


  Section8 {{Chembox Related





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.

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