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Norbornene or norbornylene or norcamphene is a bridged cyclic hydrocarbon. It is a white solid with a pungent sour odor. The molecule consists of a cyclohexene ring bridged with a methylene group in the para position. The molecule carries a double bond which induces significant ring strain and significant reactivity.
Additional recommended knowledge
Norbornene, like many of its derivatives, is made by a Diels-Alder reaction of cyclopentadiene and ethylene. Related bicyclics are norbornadiene which has the same carbon skeleton but with two double bonds and norbornane which is completely saturated without double bonds.
Norbornenes are important monomers in ring-opening metathesis polymerizations (ROMP) with for instance the Grubbs' catalyst. Polynorbornenes are polymers with high glass transition temperatures and high optical clarity.
In addition to ROMP polymerization, norbornene monomers also undergo vinyl-addition polymerization.
Norbornene does not have as many practical uses as ethylene or other commodity chemicals. It is utilized to make pharmaceutical intermediates, pesticide compounds, specialty fragrances and in general organic synthesis. When combined with ethylene, norbornene will react and turn into a cyclic olefin copolymer.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Norbornene". A list of authors is available in Wikipedia.|