Bicyclo[2.2.1]hept-2-ene, 5-dodecyl-
CAS22094-86-6
5-Dodecyl-2-norbornene (CAS 22094-86-6) is a norbornene monomer carrying a C12 n-alkyl chain on the bicyclic ring. Its strained double bond undergoes vinyl-addition or ring-opening metathesis polymerization, while the long alkyl chain adds hydrophobicity and flexibility to the resulting cyclic olefin polymers. KingPharm supplies 5-dodecyl-2-norbornene for research and production with a batch-specific certificate of analysis.
![Chemical structure of Bicyclo[2.2.1]hept-2-ene, 5-dodecyl-](https://chemsigma.com/chemicalStructure/22/22094-86-6.png)
- CAS No.
- 22094-86-6
- Formula
- C19H34
- Mol. weight
- 262.47 g/mol
Product Description
5-Dodecyl-2-norbornene (5-dodecylbicyclo[2.2.1]hept-2-ene, C19H34) is a 5-substituted norbornene in which an n-dodecyl group is attached to the bicyclo[2.2.1]heptene skeleton. It is a non-polar, hydrophobic liquid monomer used to build alkyl-functionalized polynorbornenes.
The ring strain of the norbornene double bond drives polymerization. With palladium or nickel catalysts it gives vinyl-addition polymers that keep the bicyclic ring in a saturated backbone; with ruthenium or other metathesis catalysts it gives ROMP polymers with an unsaturated backbone. In both cases the dodecyl chain becomes a pendant side group.
Compared with unsubstituted norbornene, the long pendant chain improves solubility of the polymer in common hydrocarbon solvents, lowers the glass transition temperature and adds flexibility. Copolymerizing it with norbornene or shorter 5-alkyl norbornenes lets formulators tune thermal, mechanical, dielectric and gas-transport properties through side-chain length and content.
For polymerization use, buyers usually check purity by GC, the endo/exo isomer ratio, residual moisture and impurities that can poison metathesis or addition catalysts. Specification and COA are provided per batch.
Chemical Specifications
Identifiers
| CAS number | 22094-86-6 |
|---|---|
| Product name | Bicyclo[2.2.1]hept-2-ene, 5-dodecyl- |
| Chinese name | 5-十二烷基-2-降冰片烯 |
| IUPAC name | 5-dodecylbicyclo[2.2.1]hept-2-ene |
| Molecular formula | C19H34 |
| Molecular weight | 262.47 g/mol |
| PubChem CID | 548717 |
| InChIKey | VVKPRHOUENDOED-UHFFFAOYSA-N |
| SMILES | CCCCCCCCCCCCC1CC2CC1C=C2 |
Applications
5-Dodecyl-2-norbornene is mainly used as a monomer or comonomer for alkyl-substituted polynorbornenes.
Vinyl-addition polynorbornenes
Copolymerized with norbornene using Pd or Ni catalysts to give high-Tg cyclic olefin polymers with pendant n-alkyl chains.
ROMP polymers
Polymerized with metathesis catalysts to prepare alkyl-functionalized ring-opened polymers and block copolymers.
Low-dielectric and optical materials
Introduces non-polar, hydrophobic side chains into polynorbornene films used in electronic and optical materials research.
Membrane and property studies
Used in structure-property studies of side-chain length effects on gas permeability and thermal behavior of polynorbornenes.
Quality Documentation
The following documents can be provided for Bicyclo[2.2.1]hept-2-ene, 5-dodecyl- to support technical evaluation and purchasing. Documents are issued for the specific grade and batch supplied.
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Certificate of Analysis (COA) Batch-specific test results against the specification.
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Product specification The release specification with test items, limits and methods.
Packaging, Storage & Transport
| Available pack sizes | 25 kg, 10 kg, 1 kg, 500 g, 100 g, 25 g |
|---|
Read the current safety data sheet before handling. Packaging can be adapted to the order quantity and destination.
Frequently Asked Questions
How does 5-dodecyl-2-norbornene differ from 5-decyl or 5-hexyl norbornene?
All are 5-alkyl norbornenes; the longer dodecyl chain makes the polymer more hydrophobic and flexible and further lowers Tg, so the choice depends on the target balance of rigidity, solubility and permeability.
What should be checked before polymerization?
Check GC purity, endo/exo ratio and moisture on the COA; for sensitive catalysts, dry and degas the monomer before use.
How should 5-dodecyl-2-norbornene be stored?
Keep tightly closed in a cool, dry place away from light, heat and oxidizers; storage under nitrogen helps preserve quality for polymerization use.
What is the CAS number of Bicyclo[2.2.1]hept-2-ene, 5-dodecyl-?
The CAS Registry Number of Bicyclo[2.2.1]hept-2-ene, 5-dodecyl- is 22094-86-6.
What is the molecular formula and molecular weight of Bicyclo[2.2.1]hept-2-ene, 5-dodecyl-?
The molecular formula of Bicyclo[2.2.1]hept-2-ene, 5-dodecyl- is C19H34, and its molecular weight is 262.47 g/mol.
What is Bicyclo[2.2.1]hept-2-ene, 5-dodecyl- used for?
5-Dodecyl-2-norbornene is mainly used as a monomer or comonomer for alkyl-substituted polynorbornenes.
Which quality documents are available for Bicyclo[2.2.1]hept-2-ene, 5-dodecyl-?
The following documents are available for Bicyclo[2.2.1]hept-2-ene, 5-dodecyl-: Certificate of Analysis (COA); Product specification. Contact KingPharm to request the documents for a specific batch.
How can I request a quotation for Bicyclo[2.2.1]hept-2-ene, 5-dodecyl-?
Send an inquiry for Bicyclo[2.2.1]hept-2-ene, 5-dodecyl- (CAS 22094-86-6) with the required quantity, target specification, destination country and any documentation requirements. KingPharm will confirm availability, packaging, lead time and price.
Related Products
![5-Decylbicyclo[2.2.1]hept-2-ene](https://chemsigma.com/chemicalStructure/22/22094-85-5.png)
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