Fulvene

Fulvene

Names
Preferred IUPAC name 5-Methylidenecyclopenta-1,3-diene [1]
Other names Fulvene [1] 5-Methylene-1,3-cyclopentadiene
Identifiers
CAS Number	497-20-1  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:51999  Y
ChemSpider	120097  Y
PubChem CID	136323
UNII	19W699IKIE  Y
CompTox Dashboard (EPA)	DTXSID30897602
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
SMILES C=C1\C=C/C=C1
Properties
Chemical formula	C6H6
Molar mass	78.114 g·mol−1
Magnetic susceptibility (χ)	−42.9·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y  verify  (what is  YN ?) Infobox references

Fulvene (pentafulvene) is a hydrocarbon with the formula (CH=CH)₂C=CH₂. It is a prototype of a cross-conjugated hydrocarbon. ^[2] Fulvene is rarely encountered, ^[3] but substituted derivatives (fulvenes) are numerous. They are mainly of interest as ligands and precursors to ligands in organometallic chemistry.

Fulvene is an isomer of benzene, which when irradiated at 237 to 254 nm forms small amounts of fulvene along with benzvalene. ^[4]

See also

• Fulvalene
• Methylenecyclopropene

References

1. Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 379. doi:10.1039/9781849733069-FP001. ISBN   978-0-85404-182-4.
2. Preethanuj Preethalayam; Syam krishnan, K.; Sreeja Thulasi; Sarath Chand, S.; Jomy Joseph; Vijay Nair; Florian Jaroschik; K.V.Radhakrishnan (2017). "Recent Advances in the Chemistry of Pentafulvenes". Chemical Reviews. 117 (5): 3930–3989. doi:10.1021/acs.chemrev.6b00210. PMID   28151643.
3. Bergmann, E. D. (1968). "Fulvenes and Substituted Fulvenes". Chemical Reviews . 68: 41–84. doi:10.1021/cr60251a002.
4. Kaplan, Louis; Wilzbach, K. E. (1968). "Photolysis of benzene vapor. Benzvalene formation at wavelengths 2537-2370 A" . Journal of the American Chemical Society. 90 (12): 3291–3292. doi:10.1021/ja01014a086. ISSN   0002-7863.