53120-26-6

Basic information

• Product Name: E,Z-3,13-OCTADECADIENYLACETATE
• Synonyms: E,Z-3,13-OCTADECADIENYLACETATE;(e,z)-3,13-octadecadien-1-olacetate;acetate,(e,z)-13-octadecadien-1-ol;(3E,13Z)-octadeca-3,13-dienyl acetate;cis,trans-3,13-Octadecadienyl acetate;(3E,13Z)-1-Acetoxy-3,13-octadecadiene;(3E,13Z)-3,13-Octadecadien-1-ol acetate;Acetic acid (3E,13Z)-3,13-octadecadienyl ester
• CAS NO: 53120-26-6
• Molecular Formula: C₂₀H₃₆O₂
• Molecular Weight: 308.5
• EINECS: 258-373-2
• Mol File: 53120-26-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 390.3 °C at 760 mmHg
• Flash Point: 97.6 °C
• Appearance: /
• Density: 0.882 g/cm³
• Vapor Pressure: 2.67E-06mmHg at 25°C
• Refractive Index: 1.4596 (20℃)
• CAS DataBase Reference: E,Z-3,13-OCTADECADIENYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: E,Z-3,13-OCTADECADIENYLACETATE(53120-26-6)
• EPA Substance Registry System: E,Z-3,13-OCTADECADIENYLACETATE(53120-26-6)

Safety Data

• Hazardous Substances Data: 53120-26-6(Hazardous Substances Data)

Usage

Uses

(3E,13Z)-Octadecadien-1-yl Acetate is a sex pheromone secreted by Synanthedon tenuis. It is produced by the female moth of the Carmenta mimosa. Also, it decreases grape root borer mating in vineyard.

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+

Upstream product

• 62592-78-3 3-(2-tetrahydropyranyloxy)propanal 
• 110-62-3 pentanal 
• 4549-32-0 1,8-dibromooctane 
• 693-02-7 hex-1-yne 
• 102222-68-4 1-(1-ethoxyethyloxy)-9-decyne 
• 17643-36-6 9-decyn-1-ol 
• 35153-15-2 (Z)-9-tetradecen-1-ol 
• 60037-69-6 9-tetradecyn-1-ol 
• 92775-68-3 1-methanesulfonyloxy-5-(tetrahydro-2-pyranyloxy)pent-2-yne 
• 51442-80-9 5-(tetrahydro-2H-pyran-2-yloxy)-2-pentyn-1-ol 
• 139269-65-1 Toluene-4-sulfonic acid (Z)-tridec-8-enyl ester 
• 92210-94-1 10(Z)-pentadecen-1-yltriphenylphosphonium bromide 
• 90176-52-6 cis-10-pentadecenoic acid methyl ester 
• 92210-93-0 1-bromo-(Z)-10-pentadecene 

Downstream Products

• 66410-28-4 trans-2,cis-13-octadecadien-1-ol 

Relevant articles and documents

Method for preparation of Octadecadienyl acetate as major sex pheromone of cherry tree borer, Synanthedon bicingulate

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

(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.

Stereoselective synthesis of (Z,Z)-3, 13-octadecadien-1-ol, (Z,Z)-3, 13-octadecadien-1-yl acetate and their (E,Z)isomers

(Z,Z)-3,13-Octadecadien-1-ol (VIII), (Z,Z)-3,13-octadecadien-1-yl acetate (IX) and their corresponding (E,Z) isomers (X and XI) have been synthesized via Li2CuCl4 catalysed coupling reaction of (Z)-8-tridecylmagnesium bromide with mesylate (II) as a key step.