Methyl cis-5-eicosenoate

Base Information

• Chemical Name: Methyl cis-5-eicosenoate
• CAS No.: 20839-34-3
• Molecular Formula: C21H40O2
• Molecular Weight: 324.547
• Hs Code.: 2916190090
• Nikkaji Number: J46.856H
• Wikidata: Q63392585
• Mol file: 20839-34-3.mol

Synonyms:METHYL CIS-5-EICOSENOATE;5-Eicosenoic acid, methyl ester, (5Z)-;20839-34-3;methyl 5-eicosenoate;Methyl 5(Z)-Eicosenoate;methyl (Z)-icos-5-enoate;(Z)-Methyl icos-5-enoate;SCHEMBL11011530;DCELZGFMHKOOJH-MSUUIHNZSA-N;CIS-5-EICOSENOIC ACID METHYL ESTER;Q63392585

Chemical Property of Methyl cis-5-eicosenoate

Chemical Property:

• Boiling Point: 402.5±24.0 °C(Predicted)
• PSA: 26.30000
• Density: 0.871±0.06 g/cm3(Predicted)
• LogP: 6.97710
• XLogP3: 8.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 18
• Exact Mass: 324.302830514
• Heavy Atom Count: 23
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCC=CCCCC(=O)OC
• Isomeric SMILES: CCCCCCCCCCCCCC/C=C\CCCC(=O)OC

Technology Process of Methyl cis-5-eicosenoate

There total 5 articles about Methyl cis-5-eicosenoate 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: 63.0%

methanol (67-56-1) → 5-eicosenoic acid methyl ester (20839-34-3)

Guidance literature:

DOI:10.1016/S0045-6535(00)00322-2

Reference yield:

6-(2-Methoxycarbonyl-ethylsulfanyl)-5-trimethylsilanyloxy-icosanoic acid methyl ester → 5-eicosenoic acid methyl ester (20839-34-3)

Guidance literature:

With trimethylsilyl iodide; zinc(II) iodide;

DOI:10.1016/S0040-4039(01)92385-8

Reference yield:

5,6-threo-5-hydroxy-6<(2'-carboxyethyl)thio> eicosanoic acid (81418-31-7,81418-32-8) → 5-eicosenoic acid methyl ester (20839-34-3)

Guidance literature:

Multi-step reaction with 3 steps

3: TMSI/ZnI₂

With trimethylsilyl iodide; zinc(II) iodide;

DOI:10.1016/S0040-4039(01)92385-8

upstream raw materials:

5-eicosenoic acid (cis)

methanol

5,6-threo-5-hydroxy-6<(2'-carboxyethyl)thio> eicosanoic acid

Downstream raw materials:

methyl 5-hexenoate

1-Hexadecene

Refernces

• 1、 Young, Robert N.,Coombs, William,Guindon, Yvan,Rokach, Joshua,Ethier, Diane,Hall, Ronald. "THE PREPARATION OF OCTAHYDRO LEUKOTRIENES C, D, AND E VIA A STEREOSELECTIVE SULFENYLLACTONIZATION REACTION". . p. 4933 - 4936. Retrieved 1981.