Ethyl palmitoleate

Base Information

• Chemical Name: Ethyl palmitoleate
• CAS No.: 56219-10-4
• Molecular Formula: C18H34O2
• Molecular Weight: 282.467
• Hs Code.: 2916190090
• European Community (EC) Number: 260-065-8
• UNII: VE2016H5BF
• DSSTox Substance ID: DTXSID201316159
• Nikkaji Number: J296.615H
• Wikidata: Q27158201
• Metabolomics Workbench ID: 4147
• Mol file: 56219-10-4.mol

Synonyms:Ethyl palmitoleate;56219-10-4;PALMITOLEIC ACID ETHYL ESTER;Ethyl cis-9-Hexadecenoate;Ethyl (Z)-hexadec-9-enoate;ethyl 9Z-hexadecenoate;UNII-VE2016H5BF;ethyl (9Z)-hexadec-9-enoate;VE2016H5BF;EINECS 260-065-8;cis-9-Hexadecenoic Acid Ethyl Ester;WE(2:0/16:1(9Z));9-Hexadecenoic Acid Ethyl Ester;MFCD00056314;(Z)-ethyl hexadec-9-enoate;Ethylpalmitoleate;Ethyl cis-palmitoleate;ethyl (9Z)-hexadecenoate;Ethyl-cis-9-Hexadecenoate;Ethyl (Z)-9-palmitoleate;SCHEMBL546545;CHEBI:84934;JELGPLUONQGOHF-KTKRTIGZSA-N;DTXSID201316159;HMS3650O19;ETHYL (Z)-9-HEXADECENOATE;Palmitoleic Acid 50% Ethyl Ester;9Z- hexadecenoic acid, ethyl ester;ETHYL PALMITOLEATE [WHO-DD];LMFA07010502;AKOS015839889;AS-59416;9-Hexadecenoic acid, ethyl ester, (9Z)-;HY-134119;CS-0138197;H0501;9-HEXADECENOIC ACID, ETHYL ESTER, (Z)-;SR-01000946822;SR-01000946822-1;Q27158201

Chemical Property of Ethyl palmitoleate

Chemical Property:

• Appearance/Colour: Liquid
• Vapor Pressure: 3.11E-05mmHg at 25°C
• Melting Point: 33.9 °C
• Refractive Index: 1.453
• Boiling Point: 355.5 ºC at 760 mmHg
• Flash Point: 92.7 ºC
• PSA: 26.30000
• Density: 0.875 g/cm³
• LogP: 5.80680
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 282.255880323
• Heavy Atom Count: 20
• Complexity: 234

Purity/Quality:

98%,99%, ^*data from raw suppliers

EthylPalmitoleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCC(=O)OCC
• Isomeric SMILES: CCCCCC/C=C\CCCCCCCC(=O)OCC
• Uses: Ethyl Palmitoleate is used in biological studies for calcium relase-activated calcium channel blockade as a potential tool in antipancreatitis therapy.

Technology Process of Ethyl palmitoleate

There total 8 articles about Ethyl palmitoleate 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) + cis-9-hexadecenoic acid (373-49-9,2091-29-4) → cis-9-hexadecenoic acid ethyl ester (56219-10-4)

Guidance literature:

With iodine; for 4h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2018.07.003

Reference yield:

ethyl 9-oxononanoate (3433-16-7) + triphenylheptylphosphonium bromide (13423-48-8) → cis-9-hexadecenoic acid ethyl ester (56219-10-4)

Guidance literature:

Multistep reaction; (i) K, HMPT, (ii) /BRN= 1769505/;

DOI:10.1002/cber.19751081120

Reference yield:

ethyl 8-cyanooctanoate → cis-9-hexadecenoic acid ethyl ester (56219-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium phosphinate / 2 h / 40 °C

2: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 20 °C

With sodium phosphinate; sodium hexamethyldisilazane; In tetrahydrofuran; 2: |Wittig Olefination;

DOI:10.1021/acschemneuro.7b00105

upstream raw materials:

ethanol

cis-9-hexadecenoic acid

ethyl 9-oxononanoate

triphenylheptylphosphonium bromide

Downstream raw materials:

Methyl palmitoleate

cis-9-hexadecenoic acid

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、 Mostyn, Shannon N.,Carland, Jane E.,Shimmon, Susan,Ryan, Renae M.,Rawling, Tristan,Vandenberg, Robert J.. "Synthesis and Characterization of Novel Acyl-Glycine Inhibitors of GlyT2". . p. 1949 - 1959. Retrieved 2017/09/26.