ETHYL OLEATE / CAS NO.111-62-6

Product Name: ETHYL OLEATE

Synonyms: (Z)-9-Octadecenoic acid ethyl ester;(Z)-9-Octadecenoicacidethylester;ethyl (Z)-octadec-9-enoate;9-Octadecenoicacid(Z)-,ethylester;oleic;OLEIC ACID ETHYL ESTER;FEMA 2450;ETHYL (Z)-9-OCTADECENOATE

CAS: 111-62-6

MF: C20H38O2

MW: 310.51

EINECS: 203-889-5

Product Categories: -;Biochemistry;Fatty Acid Esters (Plasticizer);Functional Materials;Higher Fatty Acids & Higher Alcohols;Plasticizer;Unsaturated Higher Fatty Acid Esters;Fatty Acid Derivatives & Lipids;Glycerols;Pharmaceutical intermediates

Mol File: 111-62-6.mol

ETHYL OLEATE Structure

ETHYL OLEATE Chemical Properties

Melting point −32 °C(lit.)

Boiling point 216-218 °C15 mm Hg

density 0.87 g/mL at 25 °C(lit.)

refractive index n20/D 1.451(lit.)

FEMA 2450 | ETHYL OLEATE

Fp >230 °F

storage temp. −20°C

solubility chloroform: soluble10%

form Oily Liquid

color Clear

Sensitive Light Sensitive

Merck 14,6828

JECFA Number 345

BRN 1727318

InChIKey LVGKNOAMLMIIKO-VAWYXSNFSA-N

CAS DataBase Reference 111-62-6(CAS DataBase Reference)

NIST Chemistry Reference 9-Octadecenoic acid (Z)-, ethyl ester(111-62-6)

EPA Substance Registry System 9-Octadecenoic acid (9Z)-, ethyl ester(111-62-6)

Safety Information

Safety Statements 23-24/25-22

WGK Germany 2

RTECS RG3715000

F 10-23

TSCA Yes

HS Code 29161900

MSDS Information

Provider Language

SigmaAldrich English

ACROS English

ALFA English

ETHYL OLEATE Usage And Synthesis

Overview Ethyl oleate is a colourless liquid that is normally formed by condensing ethanol and oleic acid. Notably, the compound is normally produced by the body during intoxication of ethanol. Its other names are 9-Octadecenoic acid (Z)-, Ethyl cis-9-octadecenoate, (Z)-9-Octadecenoic acid ethyl ester, and Oleic acid, ethyl ester. The compound contributed to approximately 17% of the total fatty acids esterified to phosphatidylcholine in porcine platelets. Ethyl oleate is neutral and is a more lipid-soluble form of oleic acid.

The compound is one of the fatty acid ethyl esters that is generated after the breakdown of ethanol in the body. Moreover, ethyl oleate usually acts as a toxic mediator of ethanol in the heart, liver, pancreas, and brain.

Uses Pharmaceutical Industry

Ethyl oleate is utilized as an ingredient for the preparations of pharmaceutical drugs that involves lipophilic substances such as steroids. Due to its quick degradation of the digestive system, ethyl oleate is employed as a way for intramuscular drug delivery by compounding pharmacies. In some cases, the compound is used in the preparation of day-to-day doses of progesterone in the sustenance of pregnancy.

Transport Industry

It is used in the transport industry as a lubricant and as a plasticiser. It is also used as a planting agent and for treating surfaces.

Food Industry

Ethyl oleate is used as a food additive and is regulated by the Food and Drug Administration. It is also used as a flavouring agent in food.

Description Ethyl oleate is a fatty acid ester formed by the condensation of oleic acid and ethanol. It is a colorless to light yellow liquid. Ethyl oleate is produced by the body during ethanol intoxication.

Ethyl oleate is used as a solvent for pharmaceutical drug preparations involving lipophilic substances such as steroids. It also finds use as a lubricant and a plasticizer.

Ethyl oleate is regulated as a food additive by the Food and Drug Administration under "Food Additives Permitted for Direct Addition to Food for Human Consumption", 21CFR172.515.

Ethyl oleate has been identified as a primer pheromone in honeybees.

Ethyl oleate is one of the fatty acid ethyl esters (FAEE) that is formed in the body after ingestion of ethanol. There is a growing body of research literature that implicates FAEEs such as ethyl oleate as the toxic mediators of ethanol in the body (pancreas, liver, heart, and brain). Among the speculations is that ethyl oleate may be the toxic mediator of alcohol in fetal alcohol syndrome. The oral ingestion of ethyl oleate has been carefully studied and due to rapid degradation in the digestive tract it appears safe for oral ingestion. Ethyl oleate is not currently approved by the U.S. Food and Drug Administration for any injectable use. However, it is used by compounding pharmacies as a vehicle for intramuscular drug delivery, in some cases to prepare the daily doses of progesterone in support of pregnancy. Studies which document the safe use of ethyl oleate in pregnancy for both the mother and the fetus have never been performed.

Chemical Properties Ethyl oleate has a faint, floral note

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