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Description
TCI D2163 cis-5-Decene is a ten-carbon alkene carrying its double bond exactly at the centre of the molecule, at the fifth position, arranged in the cis configuration. This symmetry is precisely what makes it valuable in the laboratory: both sides of the double bond bear identical pentyl chains, which makes the molecule a conceptually very clean substrate for studying reactions at an internal double bond. Researchers frequently employ it as a reference substrate when they wish to separate the influence of double-bond geometry from the influence of differing substituent chain lengths, because the factor of chain asymmetry has already been eliminated from the outset.
The principal properties underlying its selection are the equivalence of the two substituents and the clearly defined cis configuration. In olefin metathesis reactions, for example, the products formed from a symmetrical alkene are far easier to analyse because the number of possible products is significantly reduced. As a nonpolar hydrocarbon with no additional functional groups, this compound does not interfere with transition metal catalysts, dissolves readily in nonpolar organic solvents, and gives a simple NMR spectrum together with sharp gas chromatography peaks. Its distinction from the trans isomer can likewise be examined directly.
In Indonesian laboratories, this material typically finds its place in university and institutional research settings where mechanistic organic chemistry, catalysis, and stereochemistry are studied. It is generally selected for method development and for comparative experiments in which a well-defined, structurally simple internal olefin is required as a benchmark. Analytical laboratories also use it as a straightforward hydrocarbon reference when establishing chromatographic and spectroscopic procedures for alkene systems.
Laboratory Applications
Olefin metathesis studies — the symmetrical structure means self-metathesis yields a single readily identified alkene product, greatly simplifying interpretation of catalyst activity and conversion data.
Stereochemistry and geometry investigations — the clearly defined cis configuration allows direct comparison against the trans isomer, isolating geometric effects from substituent chain-length effects entirely.
Transition metal catalysis screening — as a nonpolar hydrocarbon free of additional functional groups, it does not coordinate to or poison metal centres during catalyst evaluation work.
NMR and spectroscopic reference work — the molecular symmetry produces a simple, uncluttered spectrum that is well suited to teaching structural assignment and validating instrument performance.
Gas chromatography method development — the compound elutes as a sharp, well-defined peak, making it a practical reference substance for calibrating and optimising separation conditions for alkenes.
Specifications
Brand: TCI
CAS number: 7433-78-5
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Physical form: nonpolar liquid hydrocarbon, soluble in nonpolar organic solvents
Pack sizes: available in the standard research pack sizes offered by TCI for this catalogue item
Storage: keep in a closed container in a cool, well-ventilated place away from ignition sources
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, away from heat, sparks, open flames, and strong oxidising agents. Amber glass bottles with chemically resistant closures are appropriate, and the original manufacturer packaging should be retained wherever possible. As a volatile nonpolar hydrocarbon, the material should be handled inside a fume hood, and vessels should be reclosed promptly after dispensing to limit vapour release. Wear safety glasses, chemically resistant gloves, and a laboratory coat during all handling operations. Ground and bond containers when transferring larger volumes, and consult the manufacturer safety data sheet before first use.
