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Topic summary

Norbornadiene

Norbornadiene
Names Preferred IUPAC name
Bicyclo[2.2.1]hepta-2,5-diene
Other names
2,5-Norbornadiene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.004.066EC Number
  • 204-472-0
UNII
UN number2251
  • InChI=1S/C7H8/c1-2-7-4-3-6(1)5-7/h1-4,6-7H,5H2
    Key: SJYNFBVQFBRSIB-UHFFFAOYSA-N
  • C1C2C=CC1C=C2
Properties C7H8Molar mass92.14 g/mol Density0.906 g/cm Melting point−19 °C (−2 °F; 254 K) Boiling point89 °C (192 °F; 362 K) Insoluble Hazards GHS labelling: DangerH225P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Norbornadiene is an organic compound and a bicyclic hydrocarbon. Norbornadiene is of interest as a metal-binding ligand, whose complexes are useful for homogeneous catalysis. It has been intensively studied owing to its high reactivity and distinctive structural property of being a diene that cannot isomerize (isomers would be anti-Bredtalkenes). Norbornadiene is also a useful dienophile in Diels-Alder reactions.

Wikipedia source