Natuurlijk ethyl oleate is een kleurloze tot lichtgele vloeistof.
Overview Uses
Product Name: |
Natural ethyl oleate |
Synonyms: |
(Z)-9-Octadecenoic acid ethyl ester;(Z)-9-Octadecenoicacidethylester;ethyl (Z)-octadec-9-enoate;Ethyl oleate, 75.0%(GC);9-Octadecenoicacid(Z)-,ethylester;oleic;OLEIC ACID ETHYL ESTER;FEMA 2450 |
CAS: |
111-62-6 |
MF: |
C20H38O2 |
MW: |
310.51 |
EINECS: |
203-889-5 |
Mol File: |
111-62-6.mol |
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Melting point |
−32 °C(lit.) |
Boiling point |
216-218 °C15 mm Hg |
density |
0.87 g/mL at 25 °C(lit.) |
FEMA |
2450 | ETHYL OLEATE |
refractive index |
n20/D 1.451(lit.) |
Fp |
>230 °F |
storage temp. |
−20°C |
solubility |
chloroform: soluble10% |
form |
Oily Liquid |
color |
Clear |
Sensitive |
Light Sensitive |
JECFA Number |
345 |
Merck |
14,6828 |
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 |
Ethyl oleate (111-62-6) |
Safety Statements |
23-24/25-22 |
WGK Germany |
2 |
RTECS |
RG3715000 |
F |
10-23 |
TSCA |
Yes |
HS Code |
29161900 |
Uses |
Pharmaceutical Industry |
Description |
It is a colorless to light yellow liquid. Ethyl oleate is produced by the body during ethanol intoxication. |
Chemical Properties |
Ethyl oleate has a faint, floral note. |
Chemical Properties |
clear pale yellow oily liquid |
Chemical Properties |
Ethyl oleate occurs as a pale yellow to almost colorless, mobile, oily liquid with a taste resembling that of olive oil and a slight, but not rancid odor. |
Occurrence |
Reported found in cocoa, buckwheat, elderberry and babaco fruit (Carica pentagona Heilborn). |
Uses |
Ethyl oleate is a flavoring and fragrance agent. |
Uses |
It was obtained by the hydrolysis of various animal and vegetable fats and oils. |
Uses |
Usually used to prepare the oily phase of self-microemulsifying drug delivery system (SMEDDS) for tacrolimus (Tac). |
Production Methods |
Ethyl oleate is prepared by the reaction of ethanol with oleoyl chloride in the presence of a suitable hydrogen chloride acceptor. |
Definition |
ChEBI: A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of oleic acid with the hydroxy group of ethanol. |
Preparation |
By direct esterification of oleic acid with ethyl alcohol in the presence of HCl at the boil; in the presence of Twitchell’s reagent or chlorosulfonic acid. |
Aroma threshold values |
Detection: 130 to 610 ppm |
Pharmaceutical Applications |
Ethyl oleate is primarily used as a vehicle in certain parenteral preparations intended for intramuscular administration. It has also been used as a solvent for drugs formulated as biodegradable capsules for subdermal implantation) and in the preparation of microemulsions containing cyclosporinand norcantharidin. |
Safety |
Ethyl oleate is generally considered to be of low toxicity but ingestion should be avoided. Ethyl oleate has been found to cause minimal tissue irritation. No reports of intramuscular irritation during use have been recorded. |
Carcinogenicity |
Not listed by ACGIH, California Proposition 65, IARC, NTP, or OSHA. |
storage |
Ethyl oleate should be stored in a cool, dry place in a small, wellfilled, well-closed container, protected from light. When a partially filled container is used, the air should be replaced by nitrogen or another inert gas. Ethyl oleate oxidizes on exposure to air, resulting in an increase in the peroxide value. It remains clear at 5°C, but darkens in color on standing. Antioxidants are frequently used to extend the shelf life of ethyl oleate. Protection from oxidation for over 2 years has been achieved by storage in amber glass bottles with the addition of combinations of propyl gallate, butylated hydroxyanisole, butylated hydroxytoluene, and citric or ascorbic acid. A concentration of 0.03% w/v of a mixture of propyl gallate (37.5%), butylated hydroxytoluene (37.5%), and butylated hydroxyanisole (25%) was found to be the best antioxidant for ethyl oleate. |
Incompatibilities |
Ethyl oleate dissolves certain types of rubber and causes others to swell. It may also react with oxidizing agents. |
Regulatory Status |
Included in the FDA Inactive Ingredients Database (transdermal preparation). Included in parenteral (intramuscular injection) and nonparenteral (transdermal patches) medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients. |