2-Norbornene
Basic information
- CAS
498-66-8- Standard SMILES
C1=CC2CCC1C2- InChIKey
JFNLZVQOOSMTJK-UHFFFAOYSA-N- Molecular formula
- C7H10
- Average molar mass
- 94.15 g/mol
- Monoisotopic mass
- 94.07825032
Overview
See also: Norbornene (annotation moved to).
Names & identifiers
- Preferred name
- 2-Norbornene
- IUPAC
- bicyclo[2.2.1]hept-2-ene
- English name
- Norbornene
- Molecular formula
- C7H10
- Molecular weight
- 94.15
Names & synonyms
2-NORBORNENERefChem:910152NorbornyleneBicyclo[2.2.1.]-2-hepteneNSC 120425WLN: L55 A CUTJBicyclo[2.2.1]-2-hepteneSCHEMBL2654SCHEMBL15664SCHEMBL64408SCHEMBL75862SCHEMBL79666
Show more names
NSCBICYCLO[2.2.1]HEPT-2-ENENorborn-2-ene2-NorbornyleneNORBORNENE HP453563775-60-82,8-Dihydroxy-6-Mercaptopurine-13C3 SodiuM Dihydrate
bicyclo[2,2,1]-2-hepteneSCHEMBL820307SCHEMBL832708orb3023287SCHEMBL1562540SCHEMBL1694955SCHEMBL1929133SCHEMBL6725067
Database identifiers
- CAS
498-66-8- PubChem CID
- 10352
- DTXSID
DTXSID2022042- Nikkaji
- J6.109C
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 90.6
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aliphatics, Unsaturated
LogP3.24
Physical DescriptionWhite solid with a pungent odor; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 44 · 44-46 °C (lit.)
- Boiling point
- 96 °C · 96 °C (lit.)
- Density
- 0.955 · 0.955
- vapor pressure
- 30.06 kPa · 30.06kPa at 59℃
- refractive index
- 1.477 · 1.4770 (estimate)
- Flash point
- 5 °F · 5 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Soluble), Ethyl Acetate (Slightly), Methanol (Slightly)
- form
- Crystalline Mass
- color
- White
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Hazards Summary
No evidence of pertinent systemic toxicity; only effect was hyaline droplet nephropathy in males; No evidence of reproductive, or developmental toxicity in oral study of rats at doses up to 500 mg/kg/day; [EPA - TSCATS] A strong eye irritant; [Alfa Aesar MSDS] See Vinylnorbornene.
Toxicology
Toxicity DataLC50 (rat) > 26,590 mg/m3/4hr
Safety data
- F
- 13
- PPE
- Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- RB7900000
- ridadr
- UN 1325 4.1/PG 2
- hs_code
- 29021990
- risk_code
- 11-51/53-36
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07,GHS08,GHS09
- hazard_code
- F,N,Xi
- safety_code
- 9-16-29-33-61-26
- hazard_class
- 4.1
- Storage Class
- 4.1B - Flammable solid hazardous materials
- packing_group
- II
- Hazard statements
- H228-H319-H361-H411
- Limited Quantities
- 1.0 Kg (2.2 lbs)
- Excepted Quantities
Chemistry & industry
Uses & manufacturing
UsesUsed as a monomer and intermediate; [ECHA REACH Registrations]
Applications
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.
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
85 records
Compound notes
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