Fulvene

Fulvene

Names
IUPAC name Fulvene
Other names 5-Methylene-1,3-cyclopentadiene
Identifiers
CAS Registry Number	497-20-1 Y
ChEBI	CHEBI:51999 Y
ChemSpider	120097 Y
InChI InChI=1S/C6H6/c1-6-4-2-3-5-6/h2-5H,1H2 Y Key: PGTKVMVZBBZCKQ-UHFFFAOYSA-N Y InChI=1/C6H6/c1-6-4-2-3-5-6/h2-5H,1H2 Key: PGTKVMVZBBZCKQ-UHFFFAOYAV
Jmol-3D images	Image
PubChem	136323
SMILES C=C1\C=C/C=C1
Properties
Chemical formula	C6H6
Molar mass	78.11 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Fulvene is one of several hydrocarbons with the same formula as benzene, C₆H₆. The fulvenes are the class of molecules based on this simple hydrocarbon skeleton; the parent chemical, fulvene, is rarely encountered itself.^[1] Thiele is credited with discovering the scope of the reaction between cyclopentadiene and aldehydes and ketones that yields the brightly coloured fulvene derivatives.^[2] Most fulvenes are still prepared by this route, starting from cyclopentadiene or its sodium cyclopentadienyl anionic form.^[3]

Ligand in organometallic chemistry

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] Some Me₄Fv complexes are called tuck-in complexes.

η⁴- and η⁶-fulvene complexes.

References