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(Butadiene)iron tricarbonyl

(Butadiene)iron tricarbonyl
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 235-140-3
  • InChI=1S/C4H6.3CO.Fe/c1-3-4-2;3*1-2;/h3-4H,1-2H2;;;;
  • Key: NBFCJULAAWWTBL-UHFFFAOYSA-N
  • C=CC=C.[C-]#[O+].[C-]#[O+].[C-]#[O+].[Fe]
Properties
C7H6FeO3
Molar mass 193.967 g·mol−1
Appearance yellow oil
Melting point 19 °C (66 °F; 292 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

(Butadiene)iron tricarbonyl is an organoiron compound with the formula (C4H6)Fe(CO)3. It is a well-studied metal complex of butadiene.[1] An orange-colored viscous liquid that freezes just below room temperature, the compound adopts a piano stool structure.[2]

The complex was first prepared by heating iron pentacarbonyl with the diene.[3]

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Iron(0) complexes of conjugated dienes have been extensively studied. In the butadiene series, (η2-C4H6)Fe(CO)4 and (η2:η2-C4H6)(Fe(CO)4)2 have been crystallized.[4] Many related complexes are known for substituted butadienes and related species. The species (η4-isoprene)iron tricarbonyl is chiral.[5]

See also

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References

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  1. ^ Seyferth, Dietmar (2003). "(Cyclobutadiene)iron Tricarbonyl. A Case of Theory before Experiment". Organometallics. 22: 2–20. doi:10.1021/om020946c.
  2. ^ Reiss, Guido J. (2010). "Redetermination of (η4-s-cis-1,3-butadiene)tricarbonyliron(0)". Acta Crystallographica Section E. 66 (Pt 11): m1369. doi:10.1107/S1600536810039218. PMC 3009352. PMID 21588810.
  3. ^ Reihlen, Hans; Gruhl, A.; v. Heßling, G.; O. Pfrengle (1930). "Über Carbonyle und Nitrosyle. IV". Justus Liebigs Annalen der Chemie. 482: 161–182. doi:10.1002/jlac.19304820111.
  4. ^ Murdoch, H. D.; Weiss, E. (1962). "Butadien-Eisencarbonyl-Verbindungen (Butadieneiron Carbonyl Compounds)". Helvetica Chimica Acta. 45: 1156–61. doi:10.1002/hlca.19620450412.
  5. ^ Grée, R. (1989). "Acyclic Butadiene-Iron Tricarbonyl Complexes in Organic Synthesis". Synthesis. 1989 (5): 341–355. doi:10.1055/s-1989-27250. S2CID 93030781.
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