(2E,4E,6Z)-methyl deca-2,4,6-trienoate

Base Information

• Chemical Name: (2E,4E,6Z)-methyl deca-2,4,6-trienoate
• CAS No.: 51544-64-0
• Molecular Formula: C11H16O2
• Molecular Weight: 180.247
• Hs Code.: 2916190090
• Mol file: 51544-64-0.mol

Synonyms:cis-6-trienoat;QC-9841;formyl 2E,4E,6Z-decatrienoate;Me deca-trans-2,trans-4,cis-6-trienoate;Methyl deca-trans-2;

Chemical Property of (2E,4E,6Z)-methyl deca-2,4,6-trienoate

Chemical Property:

• Boiling Point: 257.5±9.0 °C(Predicted)
• PSA: 26.30000
• Density: 0.926±0.06 g/cm3(Predicted)
• LogP: 2.62810
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(2E,4E,6Z)-2,4,6-DecatrienoicAcidMethylEster(~80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2E,4E,6Z)-2,4,6-Decatrienoic Acid Methyl Ester is an attractant pheromone of the brown-winged green bug, Plautia stali.

Technology Process of (2E,4E,6Z)-methyl deca-2,4,6-trienoate

There total 12 articles about (2E,4E,6Z)-methyl deca-2,4,6-trienoate 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:

trans,trans-2,4-octadienal (30361-28-5) + bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate (88738-78-7) → Me deca-trans-2, trans-4, cis-6-trienoate (51544-64-0) + Me deca-cis-2, trans-4, trans-6-trienoate

Guidance literature:

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate; With sodium hexamethyldisilazane; 18-crown-6 ether; In tetrahydrofuran; toluene; at -70 ℃; for 0.25h;

trans,trans-2,4-octadienal; In tetrahydrofuran; toluene; at -75 ℃; for 1h;

DOI:10.1016/j.tet.2005.02.032

Reference yield:

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate (88738-78-7) + trans,cis-2,4-octadienal (33819-10-2) → Me deca-trans-2, trans-4, cis-6-trienoate (51544-64-0) + Me deca-cis-2, trans-4, cis-6-trienoate (77761-48-9)

Guidance literature:

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate; With sodium hexamethyldisilazane; 18-crown-6 ether; In tetrahydrofuran; toluene; at -70 ℃; for 0.25h;

trans,cis-2,4-octadienal; In tetrahydrofuran; toluene; at -75 ℃; for 1h;

DOI:10.1016/j.tet.2005.02.032

Reference yield:

(4Z,2E)-2,4-octadienal dimethyl acetal (374115-77-2) → Me deca-trans-2, trans-4, cis-6-trienoate (51544-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonic acid monohydrate / H₂O; acetone / 0.5 h / 0 - 5 °C

2: K₂CO₃ / H₂O / 20 °C

With potassium carbonate; toluene-4-sulfonic acid; In water; acetone; 2: Horner-Wadsworth-Emmons olefination;

DOI:10.1016/j.tet.2005.02.032

upstream raw materials:

(Z)-2-hexenal

<3-carbomethoxy-propen-(2)-yl-(1)>-triphenylphosphoniumbromide

trans,trans-2,4-octadienal

trimethyl phosphonoacetate

Refernces