13-Docosenoic acid, methyl ester

Base Information

• Chemical Name: 13-Docosenoic acid, methyl ester
• CAS No.: 7439-44-3
• Molecular Formula: C23H44O2
• Molecular Weight: 352.601
• DSSTox Substance ID: DTXSID701310475
• Nikkaji Number: J45.047B,J921.346E
• Wikidata: Q63396635
• Mol file: 7439-44-3.mol

Synonyms:13-Docosenoic acid, methyl ester;7439-44-3;methyl (E)-docos-13-enoate;13-Docosenoic acid,methyl ester, (13E)-;Methyl (13E)-13-docosenoate;13-Docosenoic acid methyl ester;methyl brassidate;56630-69-4;Methyl 13-docosenoate;(E)-methyl docos-13-enoate;SCHEMBL863516;SCHEMBL2276763;CHEBI:144325;ZYNDJIBBPLNPOW-ZHACJKMWSA-N;BRASSIDIC ACID METHYL ESTER;DTXSID701310475;trans-13-Docosenoic Acidmethyl ester;(E)-13-Docosenoic acid methyl ester;(E)-13-Docosenoic acid-methyl ester;13-Docosenoic acid, methyl ester, E;AKOS015904081;13-Docosenoic acid,methyl ester,(13E)-;Pyrazolo[1,5-a]pyridine-3-carboxylicacidhydrazide;Q63396635

Chemical Property of 13-Docosenoic acid, methyl ester

Chemical Property:

• Vapor Pressure: 2.32E-07mmHg at 25°C
• Melting Point: 33 °C
• Refractive Index: 1.457
• Boiling Point: 422.9 °C at 760 mmHg
• Flash Point: 84.6 °C
• PSA: 26.30000
• Density: 0.869 g/cm³
• LogP: 7.75730
• Storage Temp.: 2-8°C
• XLogP3: 9.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 20
• Exact Mass: 352.334130642
• Heavy Atom Count: 25
• Complexity: 297

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCCCCCC(=O)OC
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCCCCCC(=O)OC

Technology Process of 13-Docosenoic acid, methyl ester

There total 1 articles about 13-Docosenoic 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:

methyl 12-formyldodecanoate (1608-77-1) + nonyltriphenylphosphonium bromide (60902-45-6) → methyl cis-13-docosenoate (1120-34-9) + brassidic acid methyl ester (7439-44-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) THF, 0 deg C, 10 min, 2.) THF, 0 deg C, 1 h;

Reference yield: 81.0%

brassidic acid methyl ester (7439-44-3) + phenethylamine (64-04-0) → (E)-N-phenethyldocos-13-enamide

Guidance literature:

With C₁₈H₁₅IMnN₃O₃; sodium t-butanolate; In toluene; at 90 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.0c02478

Reference yield:

brassidic acid methyl ester (7439-44-3) → (+/-)-threo-13,14-epoxy-docosanoic acid (3420-36-8,13980-08-0,28590-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1: peroxybenzoic acid; chloroform

2: ethanolic KOH-solution

With potassium hydroxide; Perbenzoic acid; chloroform;

upstream raw materials:

methyl 12-formyldodecanoate

nonyltriphenylphosphonium bromide

Downstream raw materials:

(+/-)-threo-13,14-epoxy-docosanoic acid

Refernces