5-Butylbicyclo[2.2.1]hept-2-ene (BuNB)
CAS22094-81-1
5-Butyl-2-norbornene (BuNB, CAS 22094-81-1) is an alkyl-substituted bicyclic olefin used as a monomer and comonomer for polynorbornene synthesis. The strained norbornene double bond enables vinyl-addition and ring-opening metathesis polymerization, while the n-butyl side chain improves solubility and flexibility of the resulting polymers. KingPharm supplies 5-butyl-2-norbornene for research and production with a batch-specific certificate of analysis.
![Chemical structure of 5-Butylbicyclo[2.2.1]hept-2-ene](https://chemsigma.com/chemicalStructure/22/22094-81-1.png)
- CAS No.
- 22094-81-1
- Formula
- C11H18
- Mol. weight
- 150.26 g/mol
Product Description
5-Butyl-2-norbornene (5-butylbicyclo[2.2.1]hept-2-ene, C11H18) is a norbornene ring carrying an n-butyl group at the 5-position. It is a hydrocarbon monomer belonging to the family of alkyl norbornenes used to build cyclic olefin polymers.
The ring strain of the bicyclic double bond makes BuNB reactive toward transition-metal catalysts. With palladium or nickel catalysts it undergoes vinyl-addition polymerization, giving a saturated, rigid backbone; with ruthenium metathesis catalysts it undergoes ring-opening metathesis polymerization (ROMP). The endo/exo configuration of the substituent affects polymerization rate.
Compared with unsubstituted norbornene, whose vinyl-addition homopolymer is poorly soluble and brittle, incorporating BuNB adds a flexible alkyl side chain that improves solubility in common solvents and film-forming behavior. Compared with longer-chain analogs such as hexyl- or decyl-norbornene, the butyl group gives a smaller reduction in glass transition temperature, so it is often chosen to balance processability and thermal resistance.
For procurement, confirm purity by GC, the endo/exo isomer ratio, residual water and any stabilizer, since catalyst activity is sensitive to impurities. A batch-specific COA and specification help keep polymer molecular weight and composition reproducible.
Chemical Specifications
Identifiers
| CAS number | 22094-81-1 |
|---|---|
| Product name | 5-Butylbicyclo[2.2.1]hept-2-ene |
| Chinese name | 5-丁基-2-降冰片烯 |
| IUPAC name | 5-butylbicyclo[2.2.1]hept-2-ene |
| Synonyms | 5-Butylbicyclo[2.2.1]hept-2-ene; 6-butyl-2-norbornene; Bicyclo(2.2.1)hept-2-ene, 5-butyl-; bicyclo[2.2.1]hept-2-ene, 5-butyl- |
| Molecular formula | C11H18 |
| Molecular weight | 150.26 g/mol |
| PubChem CID | 168020 |
| InChIKey | YSWATWCBYRBYBO-UHFFFAOYSA-N |
| SMILES | CCCCC1CC2CC1C=C2 |
Physical and chemical properties
| Boiling Point | 61.6 ( ℃ ) |
|---|
Applications
BuNB is used mainly as a monomer or comonomer in cyclic olefin polymer research and production.
Vinyl-addition polynorbornenes
Homopolymerized or copolymerized with Pd or Ni catalysts to give polynorbornenes with high glass transition temperature and low dielectric constant.
Microelectronic dielectrics and photoresists
Serves as an alkyl comonomer in polynorbornene resins for dielectric layers, photoresists and electro-optical materials.
Membrane polymers
Incorporated into functional polynorbornene copolymers to adjust swelling and mechanical properties of separation and ion-exchange membranes.
ROMP research
Used as a model alkyl norbornene monomer in ring-opening metathesis polymerization and catalyst studies.
Quality Documentation
The following documents can be provided for 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB) to support technical evaluation and purchasing. Documents are issued for the specific grade and batch supplied.
-
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-butyl-2-norbornene differ from norbornene?
The butyl side chain makes the resulting polymers more soluble and less brittle than unsubstituted polynorbornene, at the cost of a somewhat lower glass transition temperature.
Does the endo/exo ratio matter?
Yes. Exo isomers generally polymerize faster than endo isomers, so the isomer ratio should be checked when reproducing a polymerization recipe.
How should it be stored?
Store in a tightly closed container in a cool, well-ventilated place away from heat and ignition sources, preferably under inert gas to limit oxidation and moisture uptake.
What is the CAS number of 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB)?
The CAS Registry Number of 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB) is 22094-81-1. 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB) is also known as 5-Butylbicyclo[2.2.1]hept-2-ene; 6-butyl-2-norbornene; Bicyclo(2.2.1)hept-2-ene, 5-butyl-.
What is the molecular formula and molecular weight of 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB)?
The molecular formula of 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB) is C11H18, and its molecular weight is 150.26 g/mol.
What is 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB) used for?
BuNB is used mainly as a monomer or comonomer in cyclic olefin polymer research and production.
Which quality documents are available for 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB)?
The following documents are available for 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB): Certificate of Analysis (COA); Product specification. Contact KingPharm to request the documents for a specific batch.
How can I request a quotation for 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB)?
Send an inquiry for 5-Butylbicyclo[2.2.1]hept-2-ene (BuNB) (CAS 22094-81-1) with the required quantity, target specification, destination country and any documentation requirements. KingPharm will confirm availability, packaging, lead time and price.
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