Octadecanoic acid, 8-oxo-, methyl ester

Base Information

• Chemical Name: Octadecanoic acid, 8-oxo-, methyl ester
• CAS No.: 2380-23-6
• Molecular Formula: C19H36O3
• Molecular Weight: 312.493
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID80345401
• Nikkaji Number: J111.474C
• Wikidata: Q82117869
• Mol file: 2380-23-6.mol

Synonyms:Octadecanoic acid, 8-oxo-, methyl ester;2380-23-6;Methyl 8-oxostearate;methyl 8-ketostearate;Methyl 8-oxooctadecanoate #;8-Oxostearic acid methyl ester;SCHEMBL7112187;DTXSID80345401

Chemical Property of Octadecanoic acid, 8-oxo-, methyl ester

Chemical Property:

• PSA: 43.37000
• LogP: 5.59990
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 312.26644501
• Heavy Atom Count: 22
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC(=O)CCCCCCC(=O)OC

Technology Process of Octadecanoic acid, 8-oxo-, methyl ester

There total 9 articles about Octadecanoic acid, 8-oxo-, methyl ester 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: 51.0%

n-decyl magnesium bromide (17049-50-2) + methyl 7-(N-methoxy-N-methylcarbamoyl)heptanoate (162545-85-9) → methyl 8-ketooctadecanoate (2380-23-6)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -10 ℃; for 2h;

Reference yield: 21.0%

methyl 8-chloro-8-oxooctanoate (41624-92-4) + n-decyl magnesium bromide (17049-50-2) → methyl 8-ketooctadecanoate (2380-23-6)

Guidance literature:

at -78 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1016/j.molcatb.2012.06.017

Reference yield:

Methyl oleate (112-62-9) → methyl 10-oxooctadecanoate (870-10-0) + methyl 8-ketooctadecanoate (2380-23-6) + 5-oxostearic acid methyl ester (2380-20-3) + methyl 9-oxooctadecanoate (1842-70-2)

Guidance literature:

With oxygen; palladium diacetate; scandium tris(trifluoromethanesulfonate); In water; acetonitrile; at 80 ℃; for 18h; under 15201 Torr; Reagent/catalyst; Solvent; Temperature; Catalytic behavior;

DOI:10.1021/acs.jafc.7b02017

upstream raw materials:

methyl 8-hydroxyoctadecanoate

8-hydroxy-trans-11,17-octadecadien-9-ynoic acid methyl ester

n-decyl magnesium bromide

methyl 7-(N-methoxy-N-methylcarbamoyl)heptanoate

Downstream raw materials:

methyl 8-hydroxyoctadecanoate

Methyl stearate

methyl 8-hydroxy-8-phenyloctadecanoate

8-phenyloctadecanoic acid