9-Hydroxy-10-oxooctadecanoic acid methyl ester

Base Information

• Chemical Name: 9-Hydroxy-10-oxooctadecanoic acid methyl ester
• CAS No.: 7297-29-2
• Molecular Formula: C₁₉H₃₆O₄
• Molecular Weight: 328.492
• DSSTox Substance ID: DTXSID501226600
• Nikkaji Number: J2.010.315I
• Mol file: 7297-29-2.mol

Synonyms:SCHEMBL9307804;DTXSID501226600;9-hydroxy-10-oxooctadecanoic methyl ester;9-Hydroxy-10-oxooctadecanoic acid methyl ester;Octadecanoic acid, 9-hydroxy-10-oxo-, methyl ester;7297-29-2

Chemical Property of 9-Hydroxy-10-oxooctadecanoic acid methyl ester

Chemical Property:

• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 17
• Exact Mass: 328.26135963
• Heavy Atom Count: 23
• Complexity: 302

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCC(=O)C(CCCCCCCC(=O)OC)O

Technology Process of 9-Hydroxy-10-oxooctadecanoic acid methyl ester

There total 3 articles about 9-Hydroxy-10-oxooctadecanoic acid 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:

Methyl oleate (112-62-9) → nonan-1-al (124-19-6) + nonanoic acid (112-05-0) + methyl ester of azelaic acid aldehyde (1931-63-1) + azelaic monomethyl ester (2104-19-0) + methyl 9,10-dihydroxy stearate (1115-01-1) + methyl 9(10)-hydroxy 10(9)-oxo octadecanoate (7297-29-2) + 10-hydroxy-9-ketostearic acid methyl ester (7108-21-6) + epoxidized methyl oleate (2566-91-8)

Guidance literature:

With tris(2,4-pentanedionato)ruthenium(III); Pyridine-2,6-dicarboxylic acid; water; dihydrogen peroxide; In tert-butyl alcohol; at 80 ℃; for 24h; pH=2.92; Mechanism;

DOI:10.1039/c2ra22370h

Reference yield:

methyl 9,10-dihydroxy stearate (1115-01-1) → methyl 10-oxooctadecanoate (870-10-0) + methyl 9-oxooctadecanoate (1842-70-2) + methyl 9(10)-hydroxy 10(9)-oxo octadecanoate (7297-29-2) + 10-hydroxy-9-ketostearic acid methyl ester (7108-21-6)

Guidance literature:

With 10percent-Ru(OH)x/Al₂O₃; In neat (no solvent); at 160 ℃; for 15h; Reagent/catalyst; Temperature; Green chemistry;

DOI:10.1039/c7gc00867h

Reference yield:

Dihydroxystearic Acid (120-87-6) → methyl 10-oxooctadecanoate (870-10-0) + methyl 9-oxooctadecanoate (1842-70-2) + methyl 9(10)-hydroxy 10(9)-oxo octadecanoate (7297-29-2) + 10-hydroxy-9-ketostearic acid methyl ester (7108-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Amberlyst-15 / 12 h / 65 °C

2: 10percent-Ru(OH)x/Al₂O₃ / neat (no solvent) / 15 h / 160 °C / Green chemistry

With Amberlyst-15; 10percent-Ru(OH)x/Al₂O₃; In neat (no solvent);

DOI:10.1039/c7gc00867h

upstream raw materials:

Methyl oleate

Dihydroxystearic Acid

methyl 9,10-dihydroxy stearate

Downstream raw materials:

methyl ester of azelaic acid aldehyde

nonan-1-al

methyl 9-hydroxy-10-oxostearate

dimethyl 9-hydroxy-10-oxooctadecanedioate