Soluble in ethanol, ether and most organic solvents. Insoluble in water.
Hydrolytic Sensitivity
4: no reaction with water under neutral conditions
BRN
1098544
Exposure limits
ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
LogP
4.101 at 25℃
CAS DataBase Reference
498-66-8(CAS DataBase Reference)
EPA Substance Registry System
Bicyclo[2.2.1]hept-2-ene (498-66-8)
Safety Information
Hazard Codes
F,N,Xi
Risk Statements
11-51/53-36
Safety Statements
9-16-29-33-61-26
RIDADR
UN 1325 4.1/PG 2
WGK Germany
1
RTECS
RB7900000
F
13
TSCA
Yes
HazardClass
4.1
PackingGroup
II
HS Code
29021990
MSDS Information
Provider
Language
ACROS
English
SigmaAldrich
English
ALFA
English
Norbornene Usage And Synthesis
Chemical Properties
white crystalline mass
Uses
Norbornene is used as a monomer and as an intermediate in organic synthesis. It is also used to prepare pharmaceutical intermediates and specialty fragrances. It reacts with ethylene to get cyclic olefin copolymer. Further, it is used in transition metal catalysis to affect migration of electrophilic transition metals. It acts as a monomer in ring-opening metathesis polymerizations with the Grubbs' catalyst. Its polymer, polynorbornene is used in the rubber industry for anti-vibration, anti-impact in personal protective equipment and grip improvement in toy tires, racing tires and transmission system.
Definition
ChEBI: Norbornene is a bridged compound that is cyclohexane with a methylene bridge between carbons 1 and 4 and a double bond at position 2. It is a bridged compound, a carbobicyclic compound and a cyclic olefin.
General Description
The vinylic polymerization of bicyclo[2.2.1]hept-2-ene (norbornene) with Co(II) compounds and the metallocene [η5-(C5Me5)Co-η2-Cl]2, in chlorobenzene activated with methylaluminoxane (MAO) has been reported. Co(II) catalyzed polymerization of bicyclo[2.2.1]hept-2-ene in the presence of ethene has been reported.
Flammability and Explosibility
Non flammable
Purification Methods
Reflux it over Na, and distil it [Gilliom & Grubbs J Am Chem Soc 108 733 1986]. It has also been purified by sublimation in vacuo onto an ice-cold finger. [Woon et al. J Am Chem Soc 108 7990 1986, Beilstein 5 IV 394.]