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Description
TCI H0084 1,5-Hexadiene is an unsaturated six-carbon hydrocarbon carrying two terminal double bonds, one at each end of the chain and separated by two saturated carbons in the middle. This symmetrical arrangement, with two free vinyl groups, makes it a highly useful building block in synthetic laboratories and in polymer chemistry. The two reactive ends allow the molecule to act as a linker joining two fragments at once, or as a monomer that generates chains and networks when reacted through polymerization, metathesis, or controlled hydrosilylation.
The property that makes it a popular choice is the presence of terminal double bonds, which are more readily approached by catalysts than internal double bonds. The terminal vinyl groups react rapidly in acyclic diene metathesis, hydroboration, epoxidation, and a variety of radical and catalytic addition reactions. The two-carbon spacer between the two double bonds also provides enough conformational flexibility for ring formation in ring-closing metathesis reactions. Its physical form is a colourless, readily volatile liquid, so transfer and volume measurement are practical, although this same volatility demands care during handling.
In Indonesian laboratories, 1,5-hexadiene is typically used in organic synthesis groups at universities and research institutes, as well as in polymer and materials development work. It serves as a starting material or linker in route development, as a diene substrate in metathesis studies, and as a comonomer in the preparation of crosslinked networks. Because it is supplied as a volatile liquid, it is generally dispensed in a fume hood with syringe or cannula techniques familiar to synthetic chemistry workflows.
Laboratory Applications
- Ring-closing metathesis substrate studies: the two-carbon spacer between the terminal double bonds gives sufficient conformational flexibility for the chain to fold and close into a ring under catalysis.
- Acyclic diene metathesis polymerization: both ends carry unhindered terminal vinyl groups that engage metathesis catalysts rapidly, building polymer chains from a symmetrical difunctional monomer.
- Bifunctional linker in multistep synthesis: the two equivalent reactive ends let the molecule join two separate fragments in one connecting unit during synthetic route development.
- Hydroboration and hydrosilylation work: terminal double bonds are far more accessible to boron and silicon reagents than internal alkenes, giving cleaner and faster addition at both chain ends.
- Epoxidation and radical addition chemistry: the exposed terminal alkenes react readily in epoxidation as well as radical and catalytic addition reactions, allowing controlled functionalization of one or both ends.
Specifications
- Brand: TCI
- CAS number: 592-42-7
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in standard TCI research-scale packaging; please confirm the current size options when ordering.
- Physical form: colourless, readily volatile liquid
- Storage: keep in a tightly closed original container in a cool, well-ventilated place away from heat and ignition sources.
Handling and Storage
Store 1,5-Hexadiene in its tightly closed original container in a cool, well-ventilated area, away from heat, sparks, open flames, and other ignition sources, and separated from strong oxidizing agents. Because the material is a volatile liquid, containers should be resealed immediately after use and kept upright to limit evaporation losses. All dispensing, transfer, and volume measurement should be carried out in a working fume hood, using syringe or cannula transfer where an inert atmosphere is preferred. Laboratory workers should wear safety glasses, chemically resistant gloves, and a laboratory coat, and should keep the work area free of ignition sources. Consult the manufacturer's safety data sheet before first use and follow institutional procedures for waste collection and disposal.
