Methyl Octadec-17-enoate

Base Information

• Chemical Name: Methyl Octadec-17-enoate
• CAS No.: 18654-84-7
• Molecular Formula: C19H36O2
• Molecular Weight: 296.494
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID30440495
• Nikkaji Number: J110.962F
• Mol file: 18654-84-7.mol

Synonyms:Methyl Octadec-17-enoate;18654-84-7;17-Octadecenoic acid methyl ester;17-Octadecenoic acid, methyl ester;SCHEMBL18058742;DTXSID30440495

Chemical Property of Methyl Octadec-17-enoate

Chemical Property:

• Boiling Point: 362.3±11.0 °C(Predicted)
• PSA: 26.30000
• Density: 0.870±0.06 g/cm3(Predicted)
• LogP: 6.19690
• XLogP3: 8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 296.271530387
• Heavy Atom Count: 21
• Complexity: 236

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCCCCCCCCCC=C

Technology Process of Methyl Octadec-17-enoate

There total 4 articles about Methyl Octadec-17-enoate 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: 96.0%

7-bromo-hept-1-ene (4117-09-3) + methyl 11-iodoundecanoate (929-33-9) + methyllithium (917-54-4) → methyl n-dodecanoate (111-82-0) + 17-octadecenoic acid methyl ester (18654-84-7)

Guidance literature:

7-bromo-hept-1-ene; With magnesium; In tetrahydrofuran; for 0.5h; Inert atmosphere; Schlenk technique; Reflux;

methyllithium; With copper(l) iodide; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; Inert atmosphere; Schlenk technique;

methyl 11-iodoundecanoate; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.jorganchem.2013.06.002

Reference yield: 78.0%

7-bromo-hept-1-ene (4117-09-3) + methyl 11-iodoundecanoate (929-33-9) → 17-octadecenoic acid methyl ester (18654-84-7)

Guidance literature:

7-bromo-hept-1-ene; With magnesium; In tetrahydrofuran;

With copper(l) iodide; methyllithium; In tetrahydrofuran; diethyl ether; at -78 - 10 ℃;

methyl 11-iodoundecanoate; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; Further stages.;

DOI:10.1016/j.phytochem.2006.11.034

Reference yield: 71.0%

methyl 18-iodooctadecanoate (150630-59-4) → methyl 18-fluorostearate (463-29-6) + 17-octadecenoic acid methyl ester (18654-84-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In dimethyl sulfoxide;

DOI:10.1007/s11746-012-2015-0

upstream raw materials:

7-bromo-hept-1-ene

methyl 11-iodoundecanoate

methyl 18-hydroxyoctadecanoate

methyl 18-iodooctadecanoate

Downstream raw materials:

Octadec-17-ensaeure

methyl (Z)-hexacos-17-enoate

1,18-octadecanedioic acid monomethyl ester

octadecanedioic acid

Refernces

• 1、 Huber, Thimo,Firlbeck, Doris,Riepl, Herbert M.. "Iridium-catalysed isomerising trialkylsilylation of methyl oleateq". . p. 144 - 148. Retrieved 2013/10/01.