(3Z,6Z,9Z)-3,6,9-Icosatriene

Base Information

• Chemical Name: (3Z,6Z,9Z)-3,6,9-Icosatriene
• CAS No.: 87255-14-9
• Molecular Formula: C₂₀H₃₆
• Molecular Weight: 276.506
• Mol file: 87255-14-9.mol

Synonyms:(3Z,6Z,9Z)-3,6,9-Icosatriene;(Z,Z,Z)-3,6,9-Eicosatriene

Chemical Property of (3Z,6Z,9Z)-3,6,9-Icosatriene

Chemical Property:

• PSA: 0.00000
• LogP: 7.37600

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3Z,6Z,9Z)-3,6,9-Icosatriene

There total 8 articles about (3Z,6Z,9Z)-3,6,9-Icosatriene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 62.0%

(3Z,6Z)-nona-3,6-dienal (21944-83-2) + n-undecyltriphenylphosphonium bromide (60669-22-9) → (3Z,6Z,9Z)-3,6,9-Icosatrien (87255-14-9)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.chemphyslip.2014.04.005

Reference yield: 43.0%

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) + butyric acid (107-92-6) → (3Z,6Z,9Z)-3,6,9-Icosatrien (87255-14-9)

Guidance literature:

With potassium hydroxide; In methanol; electrolysis;

Reference yield:

(9Z,12Z,15Z)-9,12,15-octadecatrienyl triflate + ethylmagnesium bromide (925-90-6) → (3Z,6Z,9Z)-3,6,9-Icosatrien (87255-14-9)

Guidance literature:

(9Z,12Z,15Z)-9,12,15-octadecatrienyl triflate; dilithium tetrachlorocuprate; In tetrahydrofuran; diethyl ether; at -50 ℃; for 0.333333h;

ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -78 - -10 ℃; for 1.33333h; Further stages.;

DOI:10.1021/jf070821o

upstream raw materials:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

butyric acid

ethylmagnesium bromide

(3Z,6Z)-9,9-dimethoxynona-3,6-dien-1-ol

Refernces

• 1、 Wang, Shifa,Zhang, Aijun. "Facile and efficient syntheses of (3Z,6Z,9Z)-3,6,9-nonadecatriene and homologues: Pheromone and attractant components of lepidoptera". . p. 6929 - 6932. Retrieved 2008/09/17.