Methyl 12-oxo-trans-10-octadecenoate

Base Information

• Chemical Name: Methyl 12-oxo-trans-10-octadecenoate
• CAS No.: 21308-79-2
• Molecular Formula: C₁₉H₃₄O₃
• Molecular Weight: 310.477
• Hs Code.: 2918300090
• Nikkaji Number: J1.101.617K
• Mol file: 21308-79-2.mol

Synonyms:methyl-12-oxo-trans-10-octadecenoate

Chemical Property of Methyl 12-oxo-trans-10-octadecenoate

Chemical Property:

• Vapor Pressure: 7.05E-07mmHg at 25°C
• Melting Point: 12.5°C
• Refractive Index: 1.4200 (estimate)
• Boiling Point: 408.4°Cat760mmHg
• Flash Point: 173.9°C
• PSA: 43.37000
• Density: 0.922g/cm³
• LogP: 5.37590
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 16
• Exact Mass: 310.25079494
• Heavy Atom Count: 22
• Complexity: 308

Purity/Quality:

99%, ^*data from raw suppliers

METHYL-12-OXO-TRANS-10-OCTADECENOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(=O)CC=CCCCCCCCC(=O)OC
• Isomeric SMILES: CCCCCCC(=O)C/C=C/CCCCCCCC(=O)OC

Technology Process of Methyl 12-oxo-trans-10-octadecenoate

There total 11 articles about Methyl 12-oxo-trans-10-octadecenoate 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: 86.0%

methyl (9Z)-12-oxo-9-octadecenoate (3047-65-2) → methyl 12-oxo-octadec-trans-10-enoate (21308-79-2)

Guidance literature:

With boron trifluoride diethyl etherate; dihydrogen peroxide; In diethyl ether; at 0 ℃; for 2.5h;

DOI:10.1023/A:1012493010923

Reference yield: 79.0%

methyl (9Z)-12-oxo-9-octadecenoate (3047-65-2) → methyl 12-oxo-9,10-epoxyoctadecanoate (34724-40-8) + methyl 12-oxo-octadec-trans-10-enoate (21308-79-2)

Guidance literature:

With monoperoxyphthalic acid; In diethyl ether; at 0 ℃; for 5h;

DOI:10.1023/A:1012493010923

Reference yield: 70.0%

methyl ricinoleate (141-24-2) → methyl 12-oxo-octadec-trans-10-enoate (21308-79-2)

Guidance literature:

With 1-hydroxytetraphenyl-cyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); acrolein; In toluene; for 0.75h; Reflux; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00734

upstream raw materials:

methyl (9Z)-12-oxo-9-octadecenoate

methyl 12-hydroxyoctadec-trans-10-enoate

12-oxo-octadec-trans-10-enoic acid

Ricinoleic acid

Refernces

• 1、 Schiano Moriello, Aniello,López Chinarro, Silvia,Novo Fernández, Olalla,Eras, Jordi,Amodeo, Pietro,Canela-Garayoa, Ramon,Vitale, Rosa Maria,Di Marzo, Vincenzo,De Petrocellis, Luciano. "Elongation of the Hydrophobic Chain as a Molecular Switch: Discovery of Capsaicin Derivatives and Endogenous Lipids as Potent Transient Receptor Potential Vanilloid Channel 2 Antagonists". . p. 8255 - 8281. Retrieved 2018/09/25.
• 2、 Frankel, Edwin N.,Garwood, Robert F.,Khambay, Bhupinder P. S.,Moss, Gerard P.,Weedon, Basil C. L.. "Stereochemistry of Olefin and Fatty Acid Oxidation. Part 3. The Allylic Hydroperoxides from the Autoxidation of Methyl Oleate". . p. 2233 - 2240. Retrieved 2007/10/02.