Methyl oleate

Base Information

• Chemical Name: Methyl oleate
• CAS No.: 112-62-9
• Deprecated CAS: 139152-82-2,228858-36-4
• Molecular Formula: C19H36O2
• Molecular Weight: 296.494
• Hs Code.: 29161500
• European Community (EC) Number: 203-992-5
• NSC Number: 406282
• UNII: 39736AJ06R
• DSSTox Substance ID: DTXSID5025811
• Nikkaji Number: J95.401B
• Wikidata: Q27103186
• Metabolomics Workbench ID: 51365
• ChEMBL ID: CHEMBL465725
• Mol file: 112-62-9.mol

Synonyms:9-octadecenoic acid, methyl ester, (9E)-;methyl elaidate;methyl oleate;methyl oleate, (E)-isomer;oleic acid methyl ester

Chemical Property of Methyl oleate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 4.1E-05mmHg at 25°C
• Melting Point: -20 °C
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 351.4 °C at 760 mmHg
• Flash Point: 92.4 °C
• PSA: 26.30000
• Density: 0.873 g/cm³
• LogP: 6.19690
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 296.271530387
• Heavy Atom Count: 21
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F, Xn, N
• Hazard Codes: :
• Safety Statements: S24/25:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Emulsifiers/Surfactants
• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OC
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC

Technology Process of Methyl oleate

There total 127 articles about Methyl oleate 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: 90.0%

methanol (67-56-1) + trioleoylglycerol (122-32-7) → Methyl oleate (112-62-9) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0)

Guidance literature:

With sulfonated carbonized β-cyclodextrin CD-3; at 80 ℃; for 12h; under 15001.5 Torr; Pressure; Catalytic behavior; Autoclave;

DOI:10.1007/s11746-015-2621-8

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) + soybean oil (8001-22-7) → methyl trans-2-octadecenoate (14663-11-7) + 5,8,11-Eicosatrienoic acid, methyl ester + heneicosapentaenoic acid methyl ester + eicosadienoic acid methyl ester (88400-02-6) + docosapentaenoic acid methyl ester + docosatetraenoic acid methyl ester + docosadienoic acid methyl ester + palmitelaidic acid methyl ester (10030-74-7,3913-63-1) + Methyl oleate (112-62-9) + Methyl linoleate (112-63-0) + methyl cis-13-docosenoate (1120-34-9) + methyl cis-tetracos-15-enate (2733-88-2) + methyl myristoate (124-10-7) + 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) + methyl tetracosanoate (2442-49-1) + methyl (2E)-eicosenoate (10305-59-6) + methyl (9Z,12Z,15E)-octadeca-9,12,15-trienoate (37929-05-8) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0)

Guidance literature:

With potassium hydroxide; at 48 - 52 ℃; for 4h;

upstream raw materials:

methanol

cis-Octadecenoic acid

ethyl oleate

propanoic acid methyl ester

Downstream raw materials:

methyl 10-oxooctadecanoate

methyl 9-oxooctadecanoate

5-Butyl-docosan

8-((cis)-2-octylcyclopropyl)octanoic acid

Refernces

• 1、 Tucker,W.P. et al.. "-". . p. 137 - 143. Retrieved 1971.
• 2、 Zhang, Yaping,Jiao, Qingze,Zhen, Bin,Wu, Qin,Li, Hansheng. "Transesterification of glycerol trioleate catalyzed by basic ionic liquids immobilized on magnetic nanoparticles: Influence of pore diffusion effect". . p. 327 - 333. Retrieved 2013.
• 3、 Christy, Alfred A.,Xu, Zhanfeng,Harrington, Peter de B.. "Thermal degradation and isomerisation kinetics of triolein studied by infrared spectrometry and GC-MS combined with chemometrics". . p. 22 - 31. Retrieved 2009.
• 4、 Noshadi, Iman,Kumar, Ranjan Kamat,Kanjilal, Baishali,Parnas, Richard,Liu, Hua,Li, Jiantao,Liu, Fujian. "Transesterification catalyzed by superhydrophobic-oleophilic mesoporous polymeric solid acids: An efficient route for production of biodiesel". . p. 792 - 797. Retrieved 2013.
• 5、 Oba, Gabriel,Coleman, Bridgett E.,Hart, David J.,Zakin, Jacques,Zhang, Ying,Kawaguchi, Yasuo,Talmon, Yeshayahu. "Synthesis of aminimides derived from oleic acid: a new family of drag-reducing surfactants". . p. 10193 - 10201. Retrieved 2006.
• 6、 Ohlmann, Dominik M.,Tschauder, Nicole,Stockis, Jean-Pierre,Gooben, Kaethe,Dierker, Markus,Gooben, Lukas J.. "Isomerizing olefin metathesis as a strategy to access defined distributions of unsaturated compounds from fatty acids". . p. 13716 - 13729. Retrieved 2012.
• 7、 Oku, Tomoharu,Nonoguchi, Masanori,Moriguchi, Toshimitsu,Izumi, Hiroko,Tachibana, Atsushi,Akatsuka, Takeo. "Transesterification of vegetable oil with subcritical methanol using heterogeneous transition metal oxide catalysts". . p. 8619 - 8622. Retrieved 2012.
• 8、 Yamaguchi, Syuhei,Asamoto, Makiko,Inoue, Syun,Kawahito, Satomi,Mieno, Yasuhiro,Ikushima, Kenji,Yahiro, Hidenori. "Transesterification of triolein to biodiesel fuel over mordenite-supported CaO catalysts". . p. 198 - 199. Retrieved 2010.
• 9、 Nishizawa, Mugio,Adachi, Kenji,Sastrapradja, Setijati,Hayashi, Yuji. "ISOLATION OF INDIVIDUAL TYPE II CYANOLIPIDS FROM NEPHELIUM LAPPACEUM". . p. 2853 - 2855. Retrieved 1983.
• 10、 Tucker, James R.,Riley, Dennis P.. "SELECTIVE CATALYTIC HYDROGENATION OF 1,4-DIENES TO cis-MONOENES USING (NAPHTHALENE)(TRICARBONYL)CHROMIUM". . p. 49 - 62. Retrieved 1985.