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Norbornene
Chemical name	Bicyclo[2.2.1]-2-heptene
Chemical formula	C₇H₁₀
InChI	InChI=1/C7H10/c1-2-7-4-3-6 (1)5-7/h1-2,6-7H,3-5H2
Molecular mass	94.15 g/mol
Melting point	42-46 °C
Boiling point	96 °C
Density	g/cm³
CAS number	498-66-8
SMILES
Norbornene
Disclaimer and references

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 strained and significant reactivity.

Norbornene is made by a Diels-Alder reaction of cyclopentadiene and ethylene. Many norbornene derivatives can be synthesized from Diels-Alder reactions. Related bicyclics are norbornadiene which has the same carbon skeleton but with two double bonds and norbornane which is completely saturated without double bonds.

Polynorbornenes

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.

Norbornene ROMP

In addition to ROMP polymerization, norbornene monomers also undergo vinyl-addition polymerization.

Ethylidene norbornene is a related monomer derived from cyclopentadiene and butadiene.

External links

Norbornene MSDS
Norbornene MSDS II
Norbornene industrial supplier
endo Tricyclo[3.2.1.0^2,4]oct-6-ene by reaction of cyclopropene and cyclopentadiene in Organic Syntheses Coll. Vol. 10, p.231; Vol. 77, p.254 Article
endo-Tricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione from benzoquinone and cyclopentadiene in Organic Syntheses Article

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 == Polynorbornenes ==
-Norbornenes are important [[monomer]]s in [[ring-opening metathesis polymerization]]s with for instance the [[Grubbs' Catalyst|Grubbs catalyst]]. '''Polynorbornenes''' are [[polymer]]s with high [[glass transition temperature]]s and high optical clarity.
+Norbornenes are important [[monomer]]s in [[ring-opening metathesis polymerization]]s (ROMP) with for instance the [[Grubbs' Catalyst|Grubbs catalyst]]. '''Polynorbornenes''' are [[polymer]]s with high [[glass transition temperature]]s and high optical clarity.
 [[Image:polynorbornene.gif|Norbornene ROMP]]
+In addition to ROMP polymerization, norbornene monomers also undergo vinyl-addition polymerization.
 '''Ethylidene norbornene''' is a related monomer derived from [[cyclopentadiene]] and [[butadiene]].