Norbornene Property

Melting point:

44-46 °C (lit.)

Boiling point:

96 °C (lit.)

Density 

0.955

vapor pressure 

30.06kPa at 59℃

refractive index 

1.4770 (estimate)

Flash point:

5 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Soluble), Ethyl Acetate (Slightly), Methanol (Slightly)

form 

Crystalline Mass

Specific Gravity

0.85

color 

White

Water Solubility 

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H228Flammable solid

H319Causes serious eye irritation

H361Suspected of damaging fertility or the unborn child

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

P273Avoid release to the environment.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

Norbornene Chemical Properties,Usage,Production

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.]