9-Octadecenoic acid, ethyl ester

Base Information

• Chemical Name: 9-Octadecenoic acid, ethyl ester
• CAS No.: 6114-18-7
• Molecular Formula: C20H38O2
• Molecular Weight: 310.521
• European Community (EC) Number: 228-082-5
• DSSTox Substance ID: DTXSID00110052
• Nikkaji Number: J47.116J,J227.303I
• Wikidata: Q63409543
• Metabolomics Workbench ID: 46554
• Mol file: 6114-18-7.mol

Synonyms:6114-18-7;Elaidic acid ethyl ester;ethyl octadec-9-enoate;9-Octadecenoic acid, ethyl ester;Ethyl elaidate;ethyl (E)-octadec-9-enoate;ethyl (9E)-octadec-9-enoate;(E)-ethyl octadec-9-enoate;Oleic acid ethyl ester;Ethyl oleate [USAN:NF];EINECS 228-082-5;(E)-9-Octadecenoic acid ethyl ester;Ethyl 9-octadecenoate, (Z)-;9-Octadecenoic acid, ethyl ester, (E)-;Ethyl oleate (natural);delta 9 trans-Octadecenoic acid ethyl ester;EINECS 203-889-5;NSC 229428;Ethyl 9-octadecenoate;9-Octadecenoic acid (9Z)-, ethyl ester;OLEATE, ETHYL;AI3-00657;Ethyl Z-9-octadecenoate;ELAIDICACIDETHYLESTER;9-Octadecenoic acid, ethyl ester, (Z)-;starbld0002556;Elaidic acid, ethyl ester;SCHEMBL2798;Ethyl (9E)-9-octadecenoate;Ethyl (9Z)-9-octadecenoate;SCHEMBL874561;QSPL 075;9-Octadecenoic acid ethyl ester;Elaidic acid ethyl ester, liquid;FEMA 2450;DTXSID00110052;CHEBI:180949;LVGKNOAMLMIIKO-UHFFFAOYSA-N;LVGKNOAMLMIIKO-VAWYXSNFSA-N;6512-99-8;LMFA07010880;(E)-9-Octadeccenoic acid ethy ester;Oleic acid, ethyl ester (6CI,8CI);trans-9-Octadecenoic acid ethyl ester;AKOS015901517;LS-2746;(9E)-9-Octadecenoic Acid Ethyl Ester;D91817;EN300-21687478;J-002605;Q63409543

Chemical Property of 9-Octadecenoic acid, ethyl ester

Chemical Property:

• Melting Point: 5.8°C
• Refractive Index: 1.4480 (estimate)
• Boiling Point: 390.66°C (rough estimate)
• PSA: 26.30000
• Density: 0.8664
• LogP: 6.58700
• Storage Temp.: −20°C
• XLogP3: 8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 310.287180451
• Heavy Atom Count: 22
• Complexity: 258

Purity/Quality:

98%Min ^*data from raw suppliers

ElaidicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OCC
• Uses: Elaidic Acid Ethyl Ester is the ethyl ester of Elaidic acid (E500200), the major trans fat found in hydrogenated vegetable oils. It increases CETP activity, which in turn raises VLDL and lowers HDL cholesterol.

Technology Process of 9-Octadecenoic acid, ethyl ester

There total 4 articles about 9-Octadecenoic acid, ethyl 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: 87.0%

ethanol (64-17-5) + Elaidic acid (112-79-8,2027-47-6) → elaidic acid ethyl ester (6114-18-7)

Guidance literature:

With sulfuric acid; at 80 ℃; for 19h;

DOI:10.1021/ol102010h

Reference yield:

oleic acid ethyl ester (111-62-6) → 9-octadecene-1,18-diethyl dicarboxylate + elaidic acid ethyl ester (6114-18-7) + 9-octadecene (5557-31-3)

Guidance literature:

With C₅₀H₇₃Cl₂N₂O₃PRuSi; In toluene; at 20 ℃; Inert atmosphere;

DOI:10.1002/chem.200901752

Reference yield:

trielaidin (537-39-3) → elaidic acid ethyl ester (6114-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1: alkaline solution

2: hydrogen chloride

With hydrogenchloride; alkaline solution;

upstream raw materials:

ethanol

Elaidic acid

trielaidin

oleic acid ethyl ester

Downstream raw materials:

(E)-9-octadecen-1-ol

elaidohydroxamic acid

1-Decene

decanoic acid ethyl ester

Refernces

• 1、 Alvarez, Vivian Mendez,Holgate, Danielle,Jamie, Ian,Jamie, Joanne,Jean Park, Soo,Noushini, Saeedeh,Perez, Jeanneth,Taylor, Phillip. "Attraction and electrophysiological response to identified rectal gland volatiles in bactrocera frauenfeldi (schiner)". supporting information. . Retrieved 2020/03/23.
• 2、 Karame, Iyad,Boualleg, Malika,Camus, Jean-Michel,Maishal, Tarun K.,Alauzun, Johan,Basset, Jean-Marie,Coperet, Christophe,Corriu, Robert J. P.,Jeanneau, Erwan,Mehdi, Ahmad,Reye, Catherine,Veyre, Laurent,Thieuleux, Chloe. "Tailored Ru-NHC heterogeneous catalysts for alkene metathesis". supporting information; experimental part. p. 11820 - 11823. Retrieved 2010/04/28.