Methyl cetoleate

Base Information

• Chemical Name: Methyl cetoleate
• CAS No.: 1937-66-2
• Molecular Formula: C₂₃H₄₄O₂
• Molecular Weight: 352.601
• UNII: 3U477JCX4B
• Wikidata: Q27896892
• Mol file: 1937-66-2.mol

Synonyms:Methyl cetoleate;Methyl (Z)-docos-11-enoate;1937-66-2;3U477JCX4B;Methyl 11-docosenoate, (11Z)-;UNII-3U477JCX4B;11-Docosenoic acid, methyl ester, (Z)-;11-Docosenoic acid, methyl ester, (11Z)-;Methyl 11-docosenoate;QIZZORAOGOPHQF-SEYXRHQNSA-N;Q27896892

Chemical Property of Methyl cetoleate

Chemical Property:

• XLogP3: 9.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 20
• Exact Mass: 352.334130642
• Heavy Atom Count: 25
• Complexity: 297

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCC=CCCCCCCCCCC(=O)OC
• Isomeric SMILES: CCCCCCCCCC/C=C\CCCCCCCCCC(=O)OC

Technology Process of Methyl cetoleate

There total 9 articles about Methyl cetoleate 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: 92.0%

C23H42O2 (62573-51-7) → Docosen-(11c)-saeure-methylester (1937-66-2)

Guidance literature:

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

DOI:10.1055/s-0030-1259912

Reference yield:

C27H50O2 (1309764-83-7) → Docosen-(11c)-saeure-methylester (1937-66-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Jones reagent / acetone / 0 - 4 °C

2: sulfuric acid / 20 °C

3: hydrogen; ethylenediamine / ethanol; water

With Jones reagent; sulfuric acid; hydrogen; ethylenediamine; In ethanol; water; acetone;

DOI:10.1055/s-0030-1259912

Reference yield:

1-bromo-10-decanol (53463-68-6) → Docosen-(11c)-saeure-methylester (1937-66-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / dichloromethane / 20 °C

2.1: n-butyllithium / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane / 0.5 h / -60 °C

2.2: -20 - 20 °C

3.1: Jones reagent / acetone / 0 - 4 °C

4.1: sulfuric acid / 20 °C

5.1: hydrogen; ethylenediamine / ethanol; water

With Jones reagent; n-butyllithium; sulfuric acid; hydrogen; toluene-4-sulfonic acid; ethylenediamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; dichloromethane; water; acetone;

DOI:10.1055/s-0030-1259912

upstream raw materials:

diazomethane

(Z)-docos-11-enoic acid

undecylaldehyde

ethyl 11-chloro-undecanoate

Refernces