Cis-9-Tricosene丨CAS 27519-02-4

cis-9-Tricosene丨27519-02-4 is an organic compound that belongs to the class of long-chain alkenes. It is a type of alkene with a double bond located at the 9th position in its 23-carbon chain (hence "9" in the name). Its chemical formula is C23H46. This compound is primarily known for its role as a pheromone in various species of insects, where it serves as a chemical signal for mating or territorial behavior.

1.Pheromone Research and Use in Insect Control
oInsect Pheromone: One of the primary applications of cis-9-tricosene is its use as a pheromone in entomology, particularly in controlling the behavior of certain insect species. Insects such as the melon fly (Bactrocera cucurbitae) and other pests produce this compound as a mating or aggregation pheromone. Researchers use synthetic versions of cis-9-tricosene to disrupt mating behaviors or to attract insects to traps, thus controlling populations of pest species.
oPest Management: The compound is utilized in integrated pest management (IPM) systems, where it can be employed in pheromone traps or as part of mating disruption strategies. These methods aim to interfere with the mating behavior of pests, reducing the need for chemical pesticides and promoting more sustainable agriculture.
2.Research Tool in Behavioral Studies
oChemical Ecology Studies: cis-9-Tricosene丨27519-02-4 is widely used in chemical ecology to study how insects use pheromones to communicate. Its role in sexual attraction in various species has made it an important subject in behavioral research, helping scientists understand the mechanisms behind chemical communication in animals.
oInsect Mating Behavior: This compound is used in experiments and laboratory settings to investigate the chemical cues that influence mating behavior, helping researchers develop better methods for pest control and the study of insect evolution.
3.Synthesis of Other Pheromone Compounds
oPheromone Synthesis: cis-9-Tricosene丨27519-02-4 is sometimes used as a precursor or reference compound in the synthesis of other complex pheromones. Its structure can be modified to produce new pheromone analogs with altered properties for specific pest species. By studying the effects of modified alkenes, scientists can fine-tune pheromone-based control methods.
4.Biochemical and Biotechnological Applications
oEnzyme Substrate for Lipase Catalysis: In biochemical research, long-chain alkenes such as cis-9-tricosene can serve as substrates for lipase enzymes, which catalyze reactions in biotechnological processes. This is particularly useful in the production of biofuels, specialty chemicals, and the development of biocatalysts for industrial applications.
oBiomarker in Environmental Studies: The presence of cis-9-tricosene in specific environments can be studied as a marker for the presence of certain insect species. Its detection in the air or soil may be useful for environmental monitoring and understanding local biodiversity.
5.Use in Cosmetics and Fragrance Industry
oFragrance Component: Although not as commonly used as other pheromones in the fragrance industry, cis-9-tricosene, due to its distinctive, somewhat waxy odor, may occasionally be utilized in niche perfumery or in specialized products where specific animal-derived scents are desired.
oSynthetic Scent in Products: It may also be included as a component in synthetic scent formulations, especially those mimicking natural animal smells or intended to simulate insect or plant-derived scents.
6.Agricultural Research and Biotechnology
oMarker for Crop Pollination: In agricultural research, cis-9-Tricosene丨27519-02-4 might be used to study interactions between plants and pollinating insects, as some insects release this compound as part of their behavior in relation to certain crops.
oPlant-Insect Interaction: Its role in influencing the attraction or repulsion of insects to certain plants is of interest for understanding plant-insect co-evolution, helping farmers better manage pest populations by leveraging natural chemical signals.

Structure: cis-9-Tricosene丨27519-02-4 is a straight-chain alkene with a double bond located between the 9th and 10th carbon atoms, which gives it its distinctive properties. The compound is cis, meaning the two hydrogens adjacent to the double bond are on the same side of the carbon chain, leading to a particular steric configuration that affects its reactivity and interaction with biological receptors.

Physical Properties: It is a colorless liquid at room temperature with a waxy or slightly floral odor. It is insoluble in water but soluble in organic solvents like ethanol, chloroform, and hexane, which makes it useful in solvent-based pheromone formulations.

Volatility: Being a long-chain alkene, cis-9-tricosene has relatively low volatility compared to shorter-chain pheromones, which means it may have a longer persistence in the environment when used in traps or as a biological cue.

cis-9-Tricosene丨27519-02-4 is a valuable compound in the fields of entomology, pest management, and chemical ecology. Its primary role as a mating pheromone makes it crucial in the study of insect behavior and in pest control strategies such as pheromone traps and mating disruption. It has applications in agricultural research, biochemical studies, and, to a lesser extent, in the fragrance industry. Its low toxicity and chemical stability make it suitable for various uses, though care should be taken to avoid excessive environmental disruption.