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Fulvene

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Fulvene
Names
Preferred IUPAC name 5-Methylidenecyclopenta-1,3-diene
Other names Fulvene
5-Methylene-1,3-cyclopentadiene
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H6/c1-6-4-2-3-5-6/h2-5H,1H2Key: PGTKVMVZBBZCKQ-UHFFFAOYSA-N
  • InChI=1/C6H6/c1-6-4-2-3-5-6/h2-5H,1H2Key: PGTKVMVZBBZCKQ-UHFFFAOYAV
SMILES
  • C=C1\C=C/C=C1
Properties
Chemical formula C6H6
Molar mass 78.114 g·mol
Magnetic susceptibility (χ) -42.9·10 cm/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) 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. Fulvene is rarely encountered, 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.

See also

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.
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