Fulvene
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| Names | |
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| IUPAC name
Fulvene
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| Other names
5-Methylene-1,3-cyclopentadiene
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C6H6 | |
| Molar mass | 78.11 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Fulvene is one of several hydrocarbons with the same formula as benzene, C6H6. Fulvenes include the derivatives of this simple hydrocarbon, which itself is rarely encountered.[1] Thiele is credited with discovering the scope of the reaction between cyclopentadiene and aldehydes and ketones that affords the brightly coloured fulvene derivatives.[2] Most fulvenes are prepared by the reactions starting from cyclopentadiene or sodium cyclopentadienyl.[3]
2,3,4,5-Tetramethylfulvene, abbreviated Me4Fv, is a relatively common ligand in organometallic chemistry. It typically results from the deprotonation of cationic pentamethylcyclopentadienyl complexes.[4]
References
- ^ Bergmann, E. D. (1968). "Fulvenes and Substituted Fulvenes". Chemical Reviews. 68: 41–84. doi:10.1021/cr60251a002.
- ^ Thiele, J. (1900). "Ueber Ketonreactionen bei dem Cyclopentadiën". Chemische Berichte. 33: 666–673. doi:10.1002/cber.190003301113.
- ^ Hafner, K.; Vöpel, K. H.; Ploss, G.; König, C. (1973). "6-(Dimethylamino)fulvene" (PDF). Organic Syntheses Coll. Vol. 5: 431.
{{cite journal}}: CS1 maint: multiple names: authors list (link) - ^ Kreindlin, A. Z.; Rybinskaya, M. A. (2004). "Cationic and Neutral Transition Metal Complexes with a Tetramethylfulvene or Trimethylallyldiene Ligand". Russian Chemical Reviews. 73: 417–432. doi:10.1070/RC2004v073n05ABEH000842.
{{cite journal}}: CS1 maint: multiple names: authors list (link)