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498-66-8

498-66-8 Structure

498-66-8 Structure
IdentificationMore
[Name]

NORBORNENE
[CAS]

498-66-8
[Synonyms]

2-NORBORNENE
BICYCLO[2.2.1]-2-HEPTENE
BICYCLO[2.2.1]HEPT-2-ENE
NORBORNENE
NORBORNYLENE
2-Norbornylene
3,6-Endomethylenecyclohexene
8,9,10-trinorborn-2-ene
bicyclo(2.2.1)heptene
Bicyclo[2.2.1]heptene
Norcamphene
Norfenchene
Bicyclo[2.2.1]heptene~Norbornylene
Norbornene,99%
2-NORBORNENE 99+%
NORBORNENE 98+%
Norbornylene, stabilized, 99%
Bicyclo-[2,2,1]-hept-2-en
NORBORNENE HP
2,3-Dicyclo[2,2,1]-hentene
[EINECS(EC#)]

207-866-0
[Molecular Formula]

C7H10
[MDL Number]

MFCD00082304
[Molecular Weight]

94.15
[MOL File]

498-66-8.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline mass
[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. ]

0-6°C
[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)
[InChI]

1S/C7H10/c1-2-7-4-3-6(1)5-7/h1-2,6-7H,3-5H2/t6-,7+
[InChIKey]

JFNLZVQOOSMTJK-KNVOCYPGSA-N
[SMILES]

C1C[C@H]2C[C@@H]1C=C2
[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 DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS02,GHS07,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H228-H319-H361-H411
[Precautionary statements ]

P202-P210-P240-P273-P305+P351+P338-P308+P313
[Hazard Codes ]

F
[Risk Statements ]

R11:Highly Flammable.
[Safety Statements ]

S9:Keep container in a well-ventilated place .
S16:Keep away from sources of ignition-No smoking .
S29:Do not empty into drains .
S33:Take precautionary measures against static discharges .
[RIDADR ]

UN 1325 4.1/PG 2
[WGK Germany ]

1
[RTECS ]

RB7900000
[F ]

13
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

4.1
[PackingGroup ]

II
[HS Code ]

29021990
[Storage Class]

4.1B - Flammable solid hazardous materials
[Hazard Classifications]

Aquatic Chronic 2
Eye Irrit. 2
Flam. Sol. 1
Repr. 2
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Bicyclo[2.2.1]hept-2-ene, 7-bromo--->Spiro[2.4]hepta-4,6-diene
[Preparation Products]

5-Ethylidene-2-norbornene-->methylacrylate polycyclic norbornene and polymethyl methacrylate copolymer (ARTON)-->controlled release property of urea coated by sulfonated EPDM ionomer-->2-Phenylthiophenol-->3-oxatricyclo[3.2.1.02,4]octane-->NORCAMPHOR-->Norcamphoricacid-->1,3,5-Triphenylbenzene-->3-chlorobicyclo[3.2.1]oct-3-en-2-ol
Hazard InformationBack Directory
[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]

Nonflammable
[Synthesis]

Continuous production using two kettle reactors in series:
Reactor 1 (170-190°C, 7-11 MPa): Dicyclopentadiene (DCPD) cracks to cyclopentadiene (CPD) in solvent MIBK and undergoes Diels-Alder reaction with ethylene to form norbornene (NB).
Reactor 2
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

NORBORNENE(498-66-8)MS
NORBORNENE(498-66-8)1HNMR
NORBORNENE(498-66-8)13CNMR
NORBORNENE(498-66-8)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Norbornylene, stabilized, 99%(498-66-8)
[Alfa Aesar]

Norbornene, 99%(498-66-8)
[Sigma Aldrich]

498-66-8(sigmaaldrich)
[TCI AMERICA]

2-Norbornene,>99.0%(GC)(498-66-8)
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