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Thermo Scientific Chemicals
Norbornene, 99%
CAS: 498-66-8 | C7H10 | 94.157 g/mol
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Catalog number L11103.22
also known as L11103-22
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Quantity:
100 g
Chemical Identifiers
CAS498-66-8
IUPAC Namebicyclo[2.2.1]hept-2-ene
Molecular FormulaC7H10
InChI KeyJFNLZVQOOSMTJK-UHFFFAOYNA-N
SMILESC1CC2CC1C=C2
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Specifications
Specification Sheet
Specification SheetMelting Point42-46°C
Appearance (Color)White or translucent
FormCrystals or powder or crystalline powder or fused solid, crystalline mass, clear as melt
Assay from Suppliers CofA≥98.5%
CommentMay contain up to 0.5% toluene
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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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Soluble in ethanol, ether and most organic solvents. Insoluble in water.
Notes
Incompatible with strong oxidizing agents.
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.
Solubility
Soluble in ethanol, ether and most organic solvents. Insoluble in water.
Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only
General References:
- Best, M.; Degen, A.; Baalmann, M.; Schmidt, T. T.; Wombacher, R. Two-step protein labeling by using lipoic acid ligase with norbornene substrates and subsequent inverse-electron demand Diels-Alder reaction. Chembiochem 2015, 16 (8), 1158-1162.
- Shen, P. X.; Wang, X. C.; Wang, P.; Zhu, R. Y.; Yu, J. Q. Ligand-Enabled Meta-C-H Alkylation and Arylation Using a Modified Norbornene. J. Am. Chem. Soc. 2015, 137 (36), 11574-11577.