69820-27-5

Usage

Uses

Used in Pheromone-based Pest Control:
cis-13-Octadecenol is used as a pheromone component in pest control applications for clearwing moths. It serves as a chemical attractant to lure and trap these moths, helping in monitoring and controlling their populations. This approach is environmentally friendly and reduces the reliance on chemical pesticides.
Used in Chemical Ecology Research:
cis-13-Octadecenol is utilized in chemical ecology research to study the communication and mating behaviors of insects, particularly moths. Understanding the role of pheromones in these behaviors can provide insights into the development of novel pest management strategies and the conservation of beneficial insect species.
Used in Fragrance and Flavor Industry:
cis-13-Octadecenol can be used as a component in the fragrance and flavor industry due to its unique scent and flavor profile. It can contribute to the creation of natural and complex aromas in perfumes, cosmetics, and food products, enhancing the sensory experience for consumers.
Used in Biochemical and Analytical Applications:
cis-13-Octadecenol can be employed in biochemical and analytical applications, such as the synthesis of other bioactive compounds or as a reference standard in chromatographic and spectroscopic analyses. Its unique chemical properties make it a valuable tool for researchers in various scientific fields.

InChI:InChI=1/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h5-6,19H,2-4,7-18H2,1H3/b6-5-

Upstream product

• 693-71-0 (13Z)-octadec-13-enoic acid 
• 82260-32-0 4-(Z)-nonenemagnesium bromide 
• 112999-97-0 2-[(12-bromododecyl)oxy]tetrahydro-2H-pyran 
• 3344-77-2 12-bromododecanol 
• 5675-51-4 1,12-dodecandiol 
• 58594-45-9 (Z)-13-octadecenal 
• 108536-01-2 (Z)-8-(tetrahydro-2H-pyran-2-yloxy)oct-4-enyl 4-methylbenzensulfonate 
• 62422-46-2 (Z)-8-<(tetrahydropyran-2-yl)oxy>oct-4-enol 
• 56506-08-2 (Z)-oct-4-ene-1,8-diol 
• 55362-80-6 9-bromononan-1-ol 
• 3937-56-2 1,9-Nonanediol 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 55695-90-4 2-(9-bromononyloxy)tetrahydropyran 
• 83165-98-4 1-tosyloxynon-4Z-ene 

Downstream Products

• 822-23-1 stearyl acetate 
• 60037-58-3 (Z)-13-octadecen-1-yl acetate 
• 58594-45-9 (Z)-13-octadecenal 

Relevant academic research and scientific papers

Practical Synthesis and Field Application of the Synthetic Sex Pheromone of Rice Stem Borer, Chilo suppressalis (Lepidoptera: Pyralidae)

Rice stem borer, Chilo suppressalis, is a common and major serious pest of rice, maize, and wheat crops across Asia, Europe, and Oceania countries. Its sex pheromone consists of three analogously compounds, i.e., (Z)-hexadec-11-enal (1), (Z)-octadec-13-enal (2), and (Z)-hexadec-9-enal (3), as long-chain aliphatic internal cis-alkenyl aldehydes. In order to perform an economic and widespread pest control management of rice stem borer, a versatile and efficient synthetic strategy is required. A versatile and efficient synthesis using a common synthetic route for cis-alkenals with high overall yields is described. Commercially available inexpensive aliphatic diols were chosen as starting materials. Two key steps were employed to synthesize the long-chain aliphatic internal cis-alkenes in excellent yields, including the alkylation of terminal alkynes without the utilization of a highly polar aprotic cosolvent and the versatile cis-selective semihydrogenation for the reduction of internal alkynes with excellent stereoselectivity. The results of field tests showed that the synthetic sex pheromone blend was highly effective for the capture of rice stem borer.

Preparation method of rice borer pheromone component

The invention provides a preparation method of a rice borer pheromone component, and belongs to the technical field of organic synthesis. The preparation method uses Sodium Hexamethyldisilazane, namely sodium bis(trimethylsilyl)amide as an alkali to obtain relatively high yield, the cis-isomer content is improved, by controlling first wittig reaction at the temperature of -70 DEG C or less and limiting dropwise addition of acetate 12-oxo-dodecyl ester into the reaction system, the problem of increase of trans-type products caused by local overheating of the reaction system can be avoided, andthe reaction yield is improved. The data shows that the yield of the first wittig reaction is 72%, wherein the cis-isomer content is over 97%.

Erucic acid, a cheap source of synthetic pheromones

Easily accessible starting materials, viz. aleuritic acid, tetrahydrofurfuryl alcohol, propargyl alcohol and undecenoic acid have earlier been used by us for the synthesis of a large number of insect pheromones.We now report that erucic acid (1), a major component of mustard oil, is yet another cheap starting material for the synthesis of pheromones (Ia and Ib) of sugarcane internode moth, Chilo sacchariphagus and mascalure (II), the pheromone of housefly, Musca domestica.