(Butadiene)iron tricarbonyl

(Butadiene)iron tricarbonyl
Identifiers
CAS Number	12078-32-9 ;
3D model (JSmol)	Interactive image;
EC Number	235-140-3;
PubChem CID	11965858; 25509;
	InChI InChI=1S/C4H6.3CO.Fe/c1-3-4-2;3*1-2;/h3-4H,1-2H2;;;;; Key: NBFCJULAAWWTBL-UHFFFAOYSA-N;
	SMILES C=CC=C.[C-]#[O+].[C-]#[O+].[C-]#[O+].[Fe];
Properties
Chemical formula	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).
	Infobox references

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

The complex was first prepared by heating iron pentacarbonyl with the diene.[2]

Related compounds

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.[3] Many related complexes are known for substituted butadienes and related species. The species (η⁴-isoprene)iron tricarbonyl is chiral.[4]

Related compounds

Cyclobutadieneiron tricarbonyl

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References

Reiss, Guido J. (2010). "Redetermination of (η⁴-s-cis-1,3-butadiene)tricarbonyliron(0)". Acta Crystallographica Section E. 66: m1369. doi:10.1107/S1600536810039218. PMC 3009352. PMID 21588810.
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.
Murdoch, H. D.; Weiss, E. (1962). "Butadien-Eisencarbonyl-Verbindungen (Butadieneiron Carbonyl Compounds)". Helvetica Chimica Acta. 45: 1156–61. doi:10.1002/hlca.19620450412.
Grée, R. (1989). "Acyclic Butadiene-Iron Tricarbonyl Complexes in Organic Synthesis". Synthesis: 341–355. doi:10.1055/s-1989-27250.

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[1] Reiss, Guido J. (2010). "Redetermination of (η⁴-s-cis-1,3-butadiene)tricarbonyliron(0)". Acta Crystallographica Section E. 66: m1369. doi:10.1107/S1600536810039218. PMC 3009352. PMID 21588810.

[2] 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.

[3] Murdoch, H. D.; Weiss, E. (1962). "Butadien-Eisencarbonyl-Verbindungen (Butadieneiron Carbonyl Compounds)". Helvetica Chimica Acta. 45: 1156–61. doi:10.1002/hlca.19620450412.

[4] Grée, R. (1989). "Acyclic Butadiene-Iron Tricarbonyl Complexes in Organic Synthesis". Synthesis: 341–355. doi:10.1055/s-1989-27250.