Ethyl Linoleate

Base Information

• Chemical Name: Ethyl Linoleate
• CAS No.: 544-35-4
• Molecular Formula: C20H36 O2
• Molecular Weight: 308.505
• Hs Code.: 3823.11 DERIVATION
• European Community (EC) Number: 208-868-4
• UNII: MJ2YTT4J8M
• ChEMBL ID: CHEMBL2106238
• DSSTox Substance ID: DTXSID1060269
• Metabolomics Workbench ID: 126879
• Nikkaji Number: J6.415G
• NSC Number: 50447
• RXCUI: 24522
• Wikidata: Q27104200
• Mol file: 544-35-4.mol

Synonyms:ethyl linoleate;ethyl linoleate-9,10,12,13-d4

Chemical Property of Ethyl Linoleate

Chemical Property:

• Appearance/Colour: pale yellow liquid
• Vapor Pressure: 3.1E-06mmHg at 25°C
• Melting Point: <25℃
• Refractive Index: n20/D 1.455(lit.)
• Boiling Point: 224°C17mm Hg(lit.)
• Flash Point: 113 ºC
• PSA: 26.30000
• Density: 0.876
• LogP: 6.36300
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 308.271530387
• Heavy Atom Count: 22
• Complexity: 292

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl Linoleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Not regulated UN NO.
• Hazard Codes: Not regulated UN NO.
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCCCCCC(=O)OCC
• Isomeric SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC
• Uses: Labelled Ethyl Linoleate (E924300). A fatty acid alkyl ester used in the vitamin industry. ethyl linoleate (vitamin F) is an emollient and an essential fatty acid. Ethyl linoleate can be used as a drying agent for alkyd paints. It can also form N2,3-ethenoguanine via reaction with deoxyguanosine.

Technology Process of Ethyl Linoleate

There total 22 articles about Ethyl Linoleate 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: 100.0%

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) + diethyl dicarbonate (1609-47-8) → ethyl (9Z,12Z)-9,12-octadecadienoate (544-35-4)

Guidance literature:

With dmap; In tetrahydrofuran; for 0.166667h;

DOI:10.1055/s-1994-25638

Reference yield: 99.0%

ethanol (64-17-5) + linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → ethyl (9Z,12Z)-9,12-octadecadienoate (544-35-4)

Guidance literature:

With sulfuric acid; at 0 ℃; Reflux;

DOI:10.1002/anie.201203263

Reference yield:

ethanol (64-17-5) + Methyl linoleate (112-63-0) → ethyl (9Z,12Z)-9,12-octadecadienoate (544-35-4)

Guidance literature:

With potassium hydroxide; at 60 ℃; for 0.333333h; Inert atmosphere;

upstream raw materials:

ethanol

linoleic acid

(Z)-3-nonenal

9-(Triphenyl-λ⁵-phosphanylidene)-nonanoic acid ethyl ester

Downstream raw materials:

Linoleyl alcohol

N²,3-ethenoguanine

1,N²-etheno-2′-deoxyguanosine

3H,5H,9H-imidazo[1,2-a]purin-9-one

Refernces

• 1、 Buxton,Kapp. "". . p. 986. Retrieved 1940.
• 2、 Chang, Tao,Hao, Yongjing,Jinxi, Jinxi,Kai, Kai,Panchal, Balaji,Qin, Shenjun,Sun, Yuzhuang,Zhao, Cunling,Zhao, Qiaojing,Zhu, Zheng. "Novel synthesized microporous ionic polymer applications in transesterification of Jatropha curcas seed oil with short Chain alcohol". . . Retrieved 2021/09/28.
• 3、 -. "PKC activators and combinations thereof". Page/Page column 45. . Retrieved 2020/11/13.