Methyl vaccenate

Base Information

• Chemical Name: Methyl vaccenate
• CAS No.: 1937-63-9
• Molecular Formula: C19H36O2
• Molecular Weight: 296.4879
• European Community (EC) Number: 228-251-3
• UNII: 6O9MGA9PP2
• DSSTox Substance ID: DTXSID301316726
• Nikkaji Number: J211.449F,J110.840I
• Wikidata: Q27265228
• Mol file: 1937-63-9.mol

Synonyms:methyl vaccenate;methyl vaccenate, (E)-isomer;vaccenic acid methyl ester

Chemical Property of Methyl vaccenate

Chemical Property:

• Vapor Pressure: 4.15E-05mmHg at 25°C
• Refractive Index: 1.4500 to 1.4540
• Boiling Point: 351.3°Cat760mmHg
• Flash Point: 62.2°C
• PSA: 26.30000
• Density: 0.873g/cm³
• LogP: 6.19690
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• 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:

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

Methyl cis-11-Octadecenoate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCCCC(=O)OC
• Isomeric SMILES: CCCCCC/C=C/CCCCCCCCCC(=O)OC
• Uses: Vaccenic Acid methyl Ester is the methyl ester of Vaccenic Acid (V070000) which is a fatty acid found in Artemia salina that shows antimicrobial activity against a variety of microorganisms except Escherichia coli, Micrococcus luteus and Salmonella enteritidis.

Technology Process of Methyl vaccenate

There total 39 articles about Methyl vaccenate 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: 91.0%

11-octadecynoic acid, methyl ester (26543-37-3) → methyl (Z)-vaccenate (6198-58-9,52380-33-3,1937-63-9)

Guidance literature:

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

DOI:10.1055/s-0030-1259912

Reference yield: 50.0%

11-(1-phenyl-1H-tetrazole-5-sulfonyl)undecanoic acid methyl ester (892501-15-4) + heptanal (111-71-7) → methyl vaccenate (1937-63-9,52380-33-3,6198-58-9) + methyl (Z)-vaccenate (6198-58-9,52380-33-3,1937-63-9)

Guidance literature:

11-(1-phenyl-1H-tetrazole-5-sulfonyl)undecanoic acid methyl ester; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -55 ℃; for 0.666667h;

heptanal; In tetrahydrofuran; toluene; at -55 ℃; for 1h;

DOI:10.1016/j.tet.2006.03.006

Reference yield: 50.0%

11-(1-phenyl-1H-tetrazole-5-sulfonyl)undecanoic acid methyl ester (892501-15-4) + heptanal (111-71-7) → methyl vaccenate (1937-63-9,52380-33-3,6198-58-9) + methyl (Z)-vaccenate (6198-58-9,52380-33-3,1937-63-9)

Guidance literature:

11-(1-phenyl-1H-tetrazole-5-sulfonyl)undecanoic acid methyl ester; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -55 ℃; for 0.666667h;

heptanal; In tetrahydrofuran; toluene; at -55 ℃; for 1h;

DOI:10.1016/j.tet.2006.03.006

upstream raw materials:

methyl 12-hydroxyoctadecanoate

methyl (Z)-vaccenate

11-(1-phenyl-1H-tetrazole-5-sulfonyl)undecanoic acid methyl ester

heptanal

Downstream raw materials:

methyl (Z)-vaccenate

methyl vaccenate

(Z)-11-octadecen-1-yl acetate

methyl 12-hydroxyoctadecanoate

Refernces

• 1、 -. "NOVEL GLYCINE TRANSPORT INHIBITORS FOR THE TREATMENT OF PAIN". Page/Page column 52; 53. . Retrieved 2018/08/12.
• 2、 Pham, Huong T.,Prendergast, Matthew B.,Dunstan, Christopher W.,Trevitt, Adam J.,Mitchell, Todd W.,Julian, Ryan R.,Blanksby, Stephen J.. "Dissociation of proton-bound complexes reveals geometry and arrangement of double bonds in unsaturated lipids". . p. 170 - 177. Retrieved 2015/10/20.