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 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:51999 checkY
ChemSpider
  • 120097 checkY
PubChem CID
  • 136323
UNII
  • 19W699IKIE checkY
CompTox Dashboard (EPA)
  • DTXSID30897602 Edit this at Wikidata
InChI
  • InChI=1S/C6H6/c1-6-4-2-3-5-6/h2-5H,1H2 checkY
    Key: PGTKVMVZBBZCKQ-UHFFFAOYSA-N checkY
  • InChI=1/C6H6/c1-6-4-2-3-5-6/h2-5H,1H2
    Key: PGTKVMVZBBZCKQ-UHFFFAOYAV
  • 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).
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Infobox references
Chemical compound

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

References

  1. ^ a b 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.