53120-26-6 Usage
Description
E,Z-3,13-OCTADECADIENYLACETATE, also known as (3E,13Z)-Octadecadien-1-yl Acetate, is a sex pheromone compound that is secreted by Synanthedon tenuis, a species of moth commonly known as the Carmenta mimosa. This organic compound is characterized by its unique structure, consisting of an acetate group attached to an octadecadienoic acid chain with double bonds at the 3rd and 13th carbon positions. It plays a crucial role in the mating behavior of the female moth and has potential applications in pest control and agricultural management.
Uses
Used in Pest Control Applications:
E,Z-3,13-OCTADECADIENYLACETATE is used as a pheromone-based pest control agent for managing grape root borer populations in vineyards. The expression of this pheromone by female moths attracts male counterparts, disrupting their mating patterns and reducing the overall population of the pest. This approach is an environmentally friendly and sustainable alternative to chemical pesticides, minimizing the impact on non-target species and the ecosystem.
Used in Agricultural Management:
In the agricultural industry, E,Z-3,13-OCTADECADIENYLACETATE is used as a monitoring tool for detecting the presence of grape root borer moths. By deploying pheromone-baited traps in vineyards, farmers can monitor the population density and distribution of these pests, allowing for targeted and timely interventions. This helps in reducing crop damage, maintaining vineyard health, and ensuring the quality of grape production.
Used in Research and Development:
E,Z-3,13-OCTADECADIENYLACETATE is also used in research and development for understanding the chemical ecology and mating behavior of moths and other insects. Studying the synthesis, release, and reception of pheromones like this compound can provide valuable insights into insect communication and reproduction. This knowledge can be applied to develop new pest control strategies, improve existing ones, and contribute to the broader field of entomology.
Check Digit Verification of cas no
The CAS Registry Mumber 53120-26-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,1,2 and 0 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 53120-26:
(7*5)+(6*3)+(5*1)+(4*2)+(3*0)+(2*2)+(1*6)=76
76 % 10 = 6
So 53120-26-6 is a valid CAS Registry Number.
InChI:InChI=1/C20H36O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-20(2)21/h6-7,16-17H,3-5,8-15,18-19H2,1-2H3/b7-6-,17-16+
53120-26-6Relevant articles and documents
Method for preparation of Octadecadienyl acetate as major sex pheromone of cherry tree borer, Synanthedon bicingulate
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Paragraph 0079; 0084-0086, (2018/06/26)
The present invention relates to a method for producing a sex pheromone of cherry tree borer (Synanthedon bicingulata) in an attempt to control the same. More specifically, provided is a method for stereoselectively producing high purity (3E,13Z)- octadecadienyl acetate and (3Z,13Z)-octadecadienyl acetate respectively which are major sex pheromones of cherry tree borer from a cheap starting material in an efficient, simple, and economically feasible way.COPYRIGHT KIPO 2018
A convergent and highly efficient synthesis of (E,Z)-2,13-octadecadienyl acetate and (E,Z)-3,13-octadecadienyl acetate, components of the sex pheromone of the Leopard Moth Zeuzera pyrina, through sulfones
Capdevila, Anna,Prasad, Attaluri R.,Quero, Carmen,Petschen, Ine?s,Bosch, Maria P.,Guerrero, Angel
, p. 845 - 848 (2008/02/09)
(equation presented) A new, convergent synthesis of (E,Z)-2,13-octadecadienyl acetate (1) and (E,Z)-3,13-octadecadienyl acetate (2), the two key components of the leopard moth Zeuzera pyrina, from 2-chloromethyltetrahydrofuran in good overall yields and stereomeric purity is reported. The synthesis of both components utilizes the common intermediate sulfone 12 as a convenient building block to be coupled with iodoacetylenic derivatives 9 or 17 in the key step.
SYNTHESIS OF TRANS-2,CIS-13- AND TRANS-3,CIS-13-OCTADECADIEN-1-OL ACETATES, COMPONENTS OF THE SEX PHEROMONE OF SYNANTHEDON TIPULIFORMIS (LEPIDOPTERA, SISIIDAE)
Sorochinskaya, A.M.,Kovalev, B.G.
, p. 621 - 624 (2007/10/02)
The Wittig-Horner reaction of ethoxycarbonylmethylenetriphenylphosphorane or ethyl diethylphosphonoacetic acid with cis-11-hexadecenal and the modified Knoevenagel reaction of this aldehyde with malonic acid gave the ethyl ester of trans-2,cis-13-octadecadienoic acid and trans,cis-13-octadecadienoic acid, which upon reduction and acetylation were converted into trans-2,cis-13- and trans-3-cis-13-octadecadien-1-yl acetates, which are components of the sex pheromone of Synanthedon tipuliformis (Lepidoptera, Sisiidae).
