53120-27-7

Basic information

• Product Name: Z,Z-3,13-OCTADECADIENYLACETATE
• Synonyms: Z,Z-3,13-OCTADECADIENYLACETATE;(z,z)-3,13-octadecadien-1-olacetate;3,13-octadecadien-1-ol,acetate;acetate,(z,z)-13-octadecadien-1-ol;ai3-36728;exitlure;(3Z,13Z)-octadeca-3,13-dienyl acetate;(Z,Z)-3,13-Octadecadien1-ylacetate
• CAS NO: 53120-27-7
• Molecular Formula: C₂₀H₃₆O₂
• Molecular Weight: 308.5
• EINECS: 258-374-8
• Mol File: 53120-27-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 390.3°Cat760mmHg
• Flash Point: 97.6°C
• Appearance: /
• Density: 0.882g/cm³
• Vapor Pressure: 2.67E-06mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: Z,Z-3,13-OCTADECADIENYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: Z,Z-3,13-OCTADECADIENYLACETATE(53120-27-7)
• EPA Substance Registry System: Z,Z-3,13-OCTADECADIENYLACETATE(53120-27-7)

Safety Data

• Hazardous Substances Data: 53120-27-7(Hazardous Substances Data)

Usage

Uses

(3Z,13Z)-Octadecadien-1-yl Acetate is a sex pheromone found in Synanthedon Scoliaformis females and it is a known behavioral antagonist against Synanthedon tipuliformis males.

Safety Profile

Low toxicity by ingestion. Whenheated to decomposition it emits acrid smoke andirritating vapors.

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

• 954147-90-1 3,13-octadecadien-1-ol 
• 75-36-5 acetyl chloride 
• 29541-98-8 pentylidenetriphenylphosphorane 
• 72604-76-3 (11Z)-hexadec-11-en-1-yne 
• 36678-05-4 6-hydroxy-3-oxa-2-hexanone 
• 14811-73-5 10-oxo-decanoic acid methyl ester 
• 108-24-7 acetic anhydride 
• 66410-24-0 (3Z,13Z)-3,13-octadecadienyl alcohol 
• 66410-23-9 3,13-octadecadiin-1-ol 
• 50-00-0 formaldehyd 
• 81500-71-2 (Z)-5,16-heptadecadiene 
• 4549-32-0 1,8-dibromooctane 
• 693-02-7 hex-1-yne 
• 75-21-8 oxirane 

Downstream Products

• 66410-24-0 (3Z,13Z)-3,13-octadecadienyl alcohol 

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

Synthesis of (3Z,13Z)-3,13-octadecadienyl acetate - Sex pheromone of Synanthedon tenuis-using readily available C11-synthon

Synthesis of (3Z,13Z)-3,13-octadecadienyl acetate has been achieved from the readily available 10-undecen-1-ol using cheaper reagents and less number of steps. In the key step alkylation of an alkyne is performed with solid sodamide giving the product in 50% yield. The method can be easily scaled-up.

Method for the preparation of an alkynyl compound

A novel and efficient method is proposed for the synthetic preparation of a long-chain alkynyl compound in a one-pot reaction without isolating the intermediate from the reaction mixture. The inventive method comprises the steps of: (a) a Grignard coupling reaction of an ω-halogeno-1-alkynyl magnesium halide compound of the general formula X1 MgC C(CH2)n X2, in which X1 is a halogen atom, X2 is an atom of Br or I and n is 3 to 10, and a Grignard reagent of the general formula RMgX1, in which R is a group selected from the class consisting of alkyl groups, alkenyl groups, alkynyl groups, alkapolyenyl groups, aryl groups and hydrocarbon groups having protected hydroxy group to give an intermediate compound of the general formula X1 MgC C(CH2)n R; (b) subjecting the intermediate compound to a reaction with a reactant selected from the class consisting of C2 -synthons, C1 -synthons and chlorosilane compounds having reactivity with the intermediate compound at the X1 Mg-terminal; and (c) hydrolyzing the reaction product obtained in step (b).