CIS-7,10,13,16,19-DOCOSA-TETRAENOIC ACID METHYL ESTER

Base Information

• Chemical Name: CIS-7,10,13,16,19-DOCOSA-TETRAENOIC ACID METHYL ESTER
• CAS No.: 13487-42-8
• Molecular Formula: C23H38 O2
• Molecular Weight: 346.554
• Hs Code.: 2916190090
• Mol file: 13487-42-8.mol

Synonyms:Methyl7Z,10Z,13Z,16Z-docosatetraenoate

Chemical Property of CIS-7,10,13,16,19-DOCOSA-TETRAENOIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 1.14E-07mmHg at 25°C
• Refractive Index: 1.4821 (589.3 nm 25℃)
• Boiling Point: 432.1°C at 760 mmHg
• Flash Point: 99.2°C
• PSA: 26.30000
• Density: 0.897g/cm³
• LogP: 7.08530
• Storage Temp.: −20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

cis-7,10,13,16-Docosatetraenoic acid methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: cis-7,10,13,16-Docosatetraenoic Acid Methyl Ester is used in oregano essential oil as an inhibitor of higher fatty acid oxidation.

Technology Process of CIS-7,10,13,16,19-DOCOSA-TETRAENOIC ACID METHYL ESTER

There total 8 articles about CIS-7,10,13,16,19-DOCOSA-TETRAENOIC ACID METHYL ESTER 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:

methanol (67-56-1) → methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8) + methyl vaccenate (1937-63-9,52380-33-3,6198-58-9) + methyl linoleate (16326-32-2) + methyl arachidonate (2566-89-4) + (Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1) + Methyl oleate (112-62-9) + Methyl linoleate (112-63-0) + (11Z)-11-icosenoic acid methyl ester (2390-09-2,3946-08-5) + methyl linolenate (301-00-8) + methyl n-dodecanoate (111-82-0) + methyl myristoate (124-10-7) + pentadecanoic acid methyl ester (7132-64-1) + hexadecanoic acid methyl ester (112-39-0) + methyl margarate (1731-92-6) + Methyl stearate (112-61-8) + methyl arachidate (1120-28-1) + behenic acid methyl ester (929-77-1) + all-cis-8,11,14-eicosatrienoic acid methyl ester (21061-10-9) + (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester (2734-47-6) + cis,cis,cis,cis-Docosa-7,10,13,16-tetraensaeuremethylester (13487-42-8) + myristoleic acid methyl ester (56219-06-8) + cis,trans-9,11-methyloctadecadienoate (35042-75-2)

Guidance literature:

With potassium hydroxide; water; In methanol; at 55 ℃; for 1.5h;

methanol; With sulfuric acid; In water; at 20 - 55 ℃; for 1.5h; Product distribution / selectivity;

Reference yield:

methanol (67-56-1) + sodium methylate (124-41-4) → methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8) + methyl vaccenate (1937-63-9,52380-33-3,6198-58-9) + methyl linoleate (16326-32-2) + methyl arachidonate (2566-89-4) + (Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1) + Methyl oleate (112-62-9) + Methyl linoleate (112-63-0) + (11Z)-11-icosenoic acid methyl ester (2390-09-2,3946-08-5) + methyl linolenate (301-00-8) + methyl n-dodecanoate (111-82-0) + methyl myristoate (124-10-7) + pentadecanoic acid methyl ester (7132-64-1) + hexadecanoic acid methyl ester (112-39-0) + methyl margarate (1731-92-6) + Methyl stearate (112-61-8) + methyl arachidate (1120-28-1) + behenic acid methyl ester (929-77-1) + all-cis-8,11,14-eicosatrienoic acid methyl ester (21061-10-9) + (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester (2734-47-6) + cis,cis,cis,cis-Docosa-7,10,13,16-tetraensaeuremethylester (13487-42-8) + myristoleic acid methyl ester (56219-06-8) + cis,trans-9,11-methyloctadecadienoate (35042-75-2)

Guidance literature:

at 55 ℃; for 1.5h; Product distribution / selectivity;

Reference yield:

Undecan-7,10-diin-1-saeure (10297-08-2) → cis,cis,cis,cis-Docosa-7,10,13,16-tetraensaeuremethylester (13487-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) EtMgBr, THF, (ii) CuCN, (iii) /BRN= 1926282/

2: (i) H₂, quinoline, Pd-CaCO₃, pentyl acetate, (ii) /BRN= 1098229/, aq. HCl

DOI:10.1515/bchm2.1971.352.1.542

upstream raw materials:

diazomethane

Docosa-7,10,13,16-tetrain-1-saeure

methanol

Undecan-7,10-diin-1-saeure

Refernces

• 1、 Kunau. "Chemical synthesis of highly unsaturated fatty acids. 3. The total synthesis of polyynoic and polyenoic acids, with four, five, and six triple or double bonds.". . p. 542 - 548. Retrieved 2007/10/12.