Norbornene

Norbornene Basic information
Product Name:Norbornene
Synonyms:3,6-Endomethylenecyclohexene;Norbornene ,98.5% [stabilized];Norbornylene, stabilized, 99% 25GR;Norbornylene, stabilized, 99% 500GR;6-Thio-uric Acid-13C3 SodiuM Dihydrate;6-Thiouric Acid-13C3 SodiuM Dihydrate;7,9-Dihydro-6-thioxo-1H-purine-2,8(3H,6H)-dione-13C3 SodiuM Salt Dihydrate;Norbornene (stabilized) for synthesis
CAS:498-66-8
MF:C7H10
MW:94.15
EINECS:207-866-0
Product Categories:
Mol File:498-66-8.mol
Norbornene Structure
Norbornene Chemical Properties
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)
Fp 5 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Soluble), Ethyl Acetate (Slightly), Methanol (Slightly)
form Crystalline Mass
Specific Gravity0.85
color White
Water Solubility Soluble in ethanol, ether and most organic solvents. Insoluble in water.
Hydrolytic Sensitivity4: no reaction with water under neutral conditions
BRN 1098544
Exposure limitsACGIH: 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)
LogP4.101 at 25℃
CAS DataBase Reference498-66-8(CAS DataBase Reference)
EPA Substance Registry SystemBicyclo[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
13
TSCA Yes
HazardClass 4.1
PackingGroup II
HS Code 29021990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Norbornene Usage And Synthesis
Chemical Propertieswhite crystalline mass
UsesNorbornene 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.
DefinitionChEBI: 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 DescriptionThe 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 ExplosibilityNonflammable
Purification MethodsReflux 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.]
(2S,3S)-(+)-2,3-BIS(DIPHENYLPHOSPHINO)-BICYCLO[2.2.1]HEPT-5-ENE EXO-DICYCLOPENTADIENE 2-METHYLBICYCLO[2.2.1]-5-HEPTENE-2-CARBOXYLIC ACID 1,4,4 A,8 A-TETRAHYDRO-ENDO-1,4-METHANONAPHTHALENE-5,8-DIONE (2R,3R)-(-)-2,3-BIS(DIPHENYLPHOSPHINO)BICYCLO[2.2.1]HEPT-5-ENE 5-NORBORNENE-2-ACRYLIC ACID N-BENZYLOXYCARBONYLOXY-5-NORBORNENE-2,3-DICARBOXIMIDE, 99,N-BENZYLOXYCARBONYLOXY-5-NORBORNENE-2,3-DICARBOXIMIDE, 99 1.4.5.6.7.7-HEXACHLORO-N-(ETHYLMERCURI)-5-NORBORNENE-2.3-DICARBOXIMIDE 1G [R],1.4.5.6.7.7-HEXACHLORO-N-(ETHYLMERCURI)-5-NORBORNENE-2.3-DICARBOXIMIDE 1G [R] ENDO-N-HYDROXY-5-NORBORNENE-2,3-DICARBOXIMIDE ENDO-DICYCLOPENTADIENE 5-((chloroacetoxy)methyl)-2-norbornen 5-(2-ETHYLTRICHLOROSILANE)-2-NORBORNENE,5-(2-ETHYLTRICHLOROSILANE)-2-NORBORNENE 1,4,5,6,7,7-hexachloro-5-norbornene-2,3-dicarboximid 5-NORBORNENE-2-METHANOL METHACRYLATE N-HYDROXY-5-NORBORNENE-2 3-DICARBOXIMID&,N-HYDROXY-5-NORBORNENE-2 3-DICARBOXIMID& 5-norbornene-2-methylolacrylat Himic anhydride 1,4,5,6,7,7-hexachloro-5-norbornene-3-dimethano

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