Norbornene

Synonym(s):2-Norbornene;Norbornylene

CAS NO.：498-66-8
Empirical Formula: C7H10
Molecular Weight: 94.15
MDL number: MFCD00082304
EINECS: 207-866-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-31 13:32:20

What is Norbornene?

Chemical properties

white crystalline mass

The Uses of Norbornene

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.]

Properties of Norbornene

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
color	White
Specific Gravity	0.85
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)
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 for Norbornene

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Exclamation Mark Irritant GHS07 Health Hazard GHS08 Environment GHS09
GHS Hazard Statements	H228:Flammable solids H319:Serious eye damage/eye irritation H361:Reproductive toxicity H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P202:Do not handle until all safety precautions have been read and understood. P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P240:Ground/bond container and receiving equipment. P273:Avoid release to the environment. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P308+P313:IF exposed or concerned: Get medical advice/attention.