Methyl arachidate

Base Information

• Chemical Name: Methyl arachidate
• CAS No.: 1120-28-1
• Molecular Formula: C21H42O2
• Molecular Weight: 326.563
• Hs Code.: 2915900090
• European Community (EC) Number: 214-304-8
• UNII: 0ZH75194U0
• DSSTox Substance ID: DTXSID2061515
• Nikkaji Number: J561D
• Wikidata: Q63398929
• Mol file: 1120-28-1.mol

Synonyms:Arachicacid methyl ester;Arachidic acid methyl ester;Methyl arachate;Methylarachidate;Methyl eicosanoate;

Chemical Property of Methyl arachidate

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 8.02E-06mmHg at 25°C
• Melting Point: 45-48 °C (lit.)
• Refractive Index: 1.446
• Boiling Point: 375 °C at 760 mmHg
• Flash Point: 184.2 °C
• PSA: 26.30000
• Density: 0.862 g/cm³
• LogP: 7.20110
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Soluble in hot alcohol. Sparingly Soluble in water.
• XLogP3: 10.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 19
• Exact Mass: 326.318480578
• Heavy Atom Count: 23
• Complexity: 238

Purity/Quality:

98%, ^*data from raw suppliers

ArachidicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCC(=O)OC
• Uses: Special synthesis, intermediate for pure arachidic acid, reference standard for gas chromatography, medical research.

Technology Process of Methyl arachidate

There total 41 articles about Methyl arachidate 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: 91.1%

(Z,Z)-10,14-eicosadienoic acid methyl ester → methyl arachidate (1120-28-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; for 1h;

DOI:10.1139/v95-012

Reference yield: 90.0%

methanol (67-56-1) + Arachidic acid (506-30-9) → methyl arachidate (1120-28-1)

Guidance literature:

With silphos; at 20 ℃; for 0.0833333h; Neat (no solvent);

DOI:10.1080/00397911.2011.555903

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;

upstream raw materials:

methanol

Arachidic acid

adipic acid monomethyl ester

1-hexadecylcarboxylic acid

Downstream raw materials:

Cholesterylarachidat

n-eicosanol

1,19-nonadec-9-enedioic acid dimethyl ester

C₂₂H₄₀O₄

Refernces

• 1、 Hess, Sandra K.,Schunck, Natalie S.,Goldbach, Verena,Ewe, Daniela,Kroth, Peter G.,Mecking, Stefan. "Valorization of Unconventional Lipids from Microalgae or Tall Oil via a Selective Dual Catalysis One-Pot Approach". . p. 13487 - 13491. Retrieved 2017.
• 2、 Ege,S.N. et al.. "-". . p. 3080 - 3085. Retrieved 1961.
• 3、 Chivall, David,Berstan, Robert,Bull, Ian D.,Evershed, Richard P.. "Isotope effects associated with the preparation and methylation of fatty acids by boron trifluoride in methanol for compound-specific stable hydrogen isotope analysis via gas chromatography/thermal conversion/isotope ratio mass spectrometry". . p. 1232 - 1240. Retrieved 2012.
• 4、 Pham, Huong T.,Trevitt, Adam J.,Mitchell, Todd W.,Blanksby, Stephen J.. "Rapid differentiation of isomeric lipids by photodissociation mass spectrometry of fatty acid derivatives". . p. 805 - 815. Retrieved 2013.
• 5、 Kwon, Hak Cheol,Lee, Kang Choon,Cho, Ock Ryun,Jung, I Yeon,Cho, Sae Yun,Kim, Sun Yeou,Lee, Kang Ro. "Sphingolipids from Bombycis Corpus 101A and their neurotrophic effects". . p. 466 - 469. Retrieved 2003.