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Vinyl norbornene

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Vinyl norbornene
Names

IUPAC name 5-Ethenylbicyclo[2.2.1]hept-2-ene
Other names 2-Ethylidene-5-norbornene; 5-Vinyl-2-norbornene
Identifiers
CAS Number	3048-64-4^Y
3D model (JSmol)	Interactive image
PubChem CID	18273
UNII	O26JW4DH9I^Y
InChI InChI=1S/C9H12/c1-2-8-5-7-3-4-9(8)6-7/h2-4,7-9H,1,5-6H2 Key: INYHZQLKOKTDAI-UHFFFAOYSA-N
SMILES C=CC1CC2CC1C=C2
Properties
Chemical formula	C₉H₁₂
Molar mass	120.195 g·mol⁻¹
Appearance	Colorless liquid
Boiling point	141 °C (286 °F; 414 K)
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

Vinyl norbornene (VNB) is anorganic compound that consists of avinyl group attached tonorbornene. It is a colorless liquid. The compound exists asendo andexo isomers, but these are not typically separated. It is an intermediate in the production of the commercial polymerEPDM. It is prepared by theDiels–Alder reaction ofbutadiene andcyclopentadiene.^[1]

LD₅₀ is 0.10–0.05 mg/kg (intravenous, female rabbit). It is also a neurotoxin.^[2]

^Behr, Arno (2000). "Organometallic Compounds and Homogeneous Catalysis".Ullmann's Encyclopedia of Industrial Chemistry. p. 10.doi:10.1002/14356007.a18_215.ISBN 978-3527306732.
^Ballantyne, Bryan; Myers, Roy C.; Klonne, Dennis R. (1997). "Comparative acute toxicity and primary irritancy of the ethylidene and vinyl isomers of norbornene".Journal of Applied Toxicology.17 (4):211–221.doi:10.1002/(SICI)1099-1263(199707)17:4<211::AID-JAT430>3.0.CO;2-X.PMID 9285533.S2CID 21154862.

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