4273-95-4

Usage

Uses

Used in Pheromone Production:
cis-11-Octadecenal is used as a key component in the production of sex pheromones for the Japanese rice leaffolder moth, Cnaphalocrocis medinalis Guenee (Lepidoptera: Pyralidae). cis-11-Octadecenal plays a crucial role in attracting and mating behavior of the moth, making it an essential element in the development of pheromone-based pest control strategies.
Used in Chemical Synthesis:
cis-11-Octadecenal can be utilized as a starting material or intermediate in the synthesis of various chemical compounds, such as fragrances, flavors, and other specialty chemicals. Its unique structure and reactivity make it a valuable building block for creating a wide range of products.
Used in Flavor and Fragrance Industry:
cis-11-Octadecenal is used as a flavoring agent and a component in the fragrance industry. Its distinct odor and taste properties contribute to the development of various scents and flavors, enhancing the sensory experience of consumer products.
Used in Research and Development:
Due to its unique chemical properties, cis-11-Octadecenal is often employed in research and development for studying various chemical reactions, mechanisms, and processes. It serves as a valuable tool for understanding the behavior of aldehydes and their potential applications in different fields.

InChI:InChI=1/C18H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h7-8,18H,2-6,9-17H2,1H3/b8-7+

Upstream product

• 18202-10-3 11-dodecyn-1-ol 
• 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 
• 10160-24-4 7-bromoheptyl alcohol 
• 629-30-1 1,7-heptandiol 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 10160-25-5 7-bromo-1-(2-tetrahydropyranyloxy)heptane 
• 21676-07-3 (Z)-undec-4-en-1-ol 
• 92051-75-7 4-Dodecyn-1-ol 
• 5390-04-5 pent-1-yn-5-ol 
• 3003-84-7 Tetrahydrofurfuryl chloride 
• 76063-02-0 1-(tetrahydropyran-2'-yloxy)-undec-10-ene 
• 76070-19-4 11-((tetrahydro-2H-pyran-2-yl)oxy)undecanal 

Relevant academic research and scientific papers

Isolation, identification, and synthesis of sex pheromone components of female tea cluster caterpillar, andraca bipunctata walker (lepidoptera: bombycidae) in Taiwan

Octadecanal (18: Ald), (E)-11-octadecenal (E11-18: Ald). (E)-14-octadecenal (E14-18:Ald) and (E, E)-11,14-octadecadienai (E11,E14-18: Ald) were isolated and identified as major components from the pheromone glands of the tea cluster caterpillar, Andraca bipunctata, in Taiwan by analyzing the mass spectra of gland components and their DMDS adduces. GC retention times and mass spectra of the components were in agreement with those of authentic synthetic compounds. The average amount of 18 : Ald, E11-18:Ald. E14-18:Ald and E11,E14-18:Ald per female gland (1 to 3 days old) was 121 ± 76, 50 ± 20. 187 ± 75. and 237 ± 110 ng. respectively, in a ratio of 20:8:31:41. Synthetic E11, E14-18:Ald caught more males than each of the other three components or blank control in field trapping tests. E11, E14-18 : Aid is reported as an insect sex pheromone for the first time. Male antenna responded to E11, E14-18: Ald strongly in an EAG analysis. Furthermore, 4 hr after the injection of PBAN (pheromone biosynthetic activating neuropeptide) into decapitated female moths (2 days old), the percentage of the E11, E14-C18 Ald in the gland extract increased from 0% to 75.5%, which was also significantly more than that of unligaled and uninjected control at 55.1%. All these data indicated that E11, E14-18:Ald is the sex pheromone of the Andraca bipunctuta in Taiwan. Plenum Publishing Corporation.

Synthesis of Z-11-octadecenal, the sex pheromone of the wax moth

A new synthesis of Z-11-octadecenal, the sex pheromon of the wax moth Achroia grisella starting from the methyl 10-undecenoate is elaborated. - Key words: insect pheromone, stereoselective synthesis; Wittig reaction; hydroboration.

Synthesis of (E,E)-10,12-hexadecadienal and (Z)-11-octadecenal

Two economically important insect pheromones, viz. (E,E)-10,12-hexadecadien-1-al (1) and (Z)-11-octadecenal (2) of cotton pests have been synthesised from cheap and readily available materials utilising in situ alkylation of dianion of 4-pentyn-1-ol obtainable easily by lithium amide induced opening of tetrahydrofurfuryl chloride in liquid ammonia.