Methyl 9-chloro-10-hydroxyoctadecanoate

Base Information

• Chemical Name: Methyl 9-chloro-10-hydroxyoctadecanoate
• CAS No.: 22348-93-2
• Molecular Formula: C19H37ClO3
• Molecular Weight: 348.9483
• DSSTox Substance ID: DTXSID40944999
• Nikkaji Number: J2.165.368C
• Mol file: 22348-93-2.mol

Synonyms:Methyl 9-chloro-10-hydroxyoctadecanoate;22348-93-2;Octadecanoic acid, 9-chloro-10-hydroxy-, methyl ester;DTXSID40944999;9-Chloro-10-hydroxyoctadecanoic acid methyl ester

Chemical Property of Methyl 9-chloro-10-hydroxyoctadecanoate

Chemical Property:

• Vapor Pressure: 4.55E-09mmHg at 25°C
• Boiling Point: 426.7°Cat760mmHg
• Flash Point: 211.8°C
• Density: 0.982g/cm³
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 348.2431227
• Heavy Atom Count: 23
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 9-chloro-10-hydroxyoctadecanoate

There total 14 articles about Methyl 9-chloro-10-hydroxyoctadecanoate 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: 53.3%

epoxidized methyl oleate (2566-91-8) → methyl 9-chloro-10-hydroxyoctadecanoate (22348-93-2) + methyl 9-chloro-10-nitritooctadecanoate (93822-84-5)

Guidance literature:

With nitrosylchloride; In dichloromethane; at 0 ℃;

Reference yield:

(Z)-9,10-epoxyoctadecanoic acid methyl ester (2500-59-6,2566-91-8,6084-76-0,38003-69-9,38003-75-7,38003-77-9,79854-41-4,112244-28-7) → methyl 10-chloro-9-hydroxyoctadecanoate (10411-46-8) + methyl 9-chloro-10-hydroxyoctadecanoate (22348-93-2)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; In dichloromethane; at 55 ℃;

Reference yield:

methanol (67-56-1) + Methyl oleate (112-62-9) → methyl 10-chloro-9-hydroxyoctadecanoate (10411-46-8) + methyl 9-chloro-10-hydroxyoctadecanoate (22348-93-2) + C20H39ClO3 (872803-71-9) + C20H39ClO3 (872803-72-0)

Guidance literature:

methanol; Methyl oleate; With calcium hypochlorite; sulfuric acid; Cooling with ice;

With sulfuric acid; In methanol; for 1h; Reagent/catalyst; Reflux;

DOI:10.1007/s11746-013-2224-1

upstream raw materials:

diazomethane

(+/-)-threo-9-chloro-10-hydroxy-octadecanoic acid

(Z)-9,10-epoxyoctadecanoic acid methyl ester

cis-9,10-epoxystearic acid