Methyl cis-11-eicosenoate

Base Information

• Chemical Name: Methyl cis-11-eicosenoate
• CAS No.: 2390-09-2
• Molecular Formula: C21H40 O2
• Molecular Weight: 324.547
• Hs Code.: 29161995
• European Community (EC) Number: 219-226-8
• Nikkaji Number: J216.035H
• Mol file: 2390-09-2.mol

Synonyms:Methyl cis-11-eicosenoate;2390-09-2;methyl (Z)-icos-11-enoate;cis-11-Eicosenoic acid methyl ester;(Z)-Methyl icos-11-enoate;cis-Methyl 11-eicosenoate;cis-11-Eicosenoic acid-methyl ester;MFCD00010458;11-Eicosenoic acid, methyl ester, (Z)-;methyl (11Z)-icos-11-enoate;SCHEMBL20357499;CHEBI:143583;RBKMRGOHCLRTLZ-KHPPLWFESA-N;cis-11-Eicosenoic acidmethyl ester;BBL103450;STL557260;Methyl cis-11-eicosenoate, >=98%;AKOS025212368;cis-11-Eicosenoic acid, methyl ester;CS-W011983;HY-W011267;(11Z)-11-Icosenoic acid methyl ester;Eicosenoic acid methyl ester, 11-(Z)-;AS-47021;BP-29885;PD053579;Methyl cis-11-eicosenoate, analytical standard;117AEC6D-82EE-43E2-A944-CDF37F9E6C79

Chemical Property of Methyl cis-11-eicosenoate

Chemical Property:

• Vapor Pressure: 1.99E-06mmHg at 25°C
• Melting Point: -34.0℃
• Boiling Point: 394.3°Cat760mmHg
• Flash Point: 87.1°C
• PSA: 26.30000
• Density: 0.871g/cm³
• LogP: 6.97710
• Storage Temp.: −20°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• 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:

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

Methyl cis-11-eicosenoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCCCC(=O)OC
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCCCC(=O)OC
• Uses: Methyl cis-11-eicosenoate has been used as a standard to identify fatty acid peaks. It may be used as FAME standard to locate double bonds in polyunsaturated fatty acid methyl esters using ion-trap mass spectrometry.

Technology Process of Methyl cis-11-eicosenoate

There total 22 articles about Methyl cis-11-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: 92.0%

C21H38O2 (1309765-00-1) → (11Z)-11-icosenoic acid methyl ester (2390-09-2,3946-08-5)

Guidance literature:

With hydrogen; ethylenediamine; In ethanol; water; stereoselective reaction;

DOI:10.1055/s-0030-1259912

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;

upstream raw materials:

diazomethane

11-eicosenoic acid

oleoyl alcohol

Oleic aldehyde

Downstream raw materials:

(Z)-tricos-9-ene

Toluene-4-sulfonic acid (Z)-1-propyl-icos-11-enyl ester

3,5-dinitro-benzoic acid eicos-11c-enyl ester

trans-11-eicosenoic acid methyl ester

Refernces

• 1、 Kim, Ki Hyun,Choi, Sang Un,Lee, Kang Ro. "Three new fatty acid esters from the mushroom Boletus pseudocalopus". experimental part. p. 593 - 599. Retrieved 2012/09/10.
• 2、 Fu, Yu,Weng, Yue,Hong, Wen-Xu,Zhang, Qinghai. "Efficient synthesis of unsaturated 1-monoacyl glycerols for in meso crystallization of membrane proteins". . p. 809 - 812. Retrieved 2011/06/21.