Excellence Biotechnology Co., Ltd.
Ethyl oleate Basic information |
Product Name: | Ethyl oleate |
Synonyms: | (Z)-9-Octadecenoic acid ethyl ester;(Z)-9-Octadecenoicacidethylester;9-Octadecenoicacid(Z)-,ethylester;Ethyl oleate (OA-EE);oleic;FEMA 2450;ETHYL (Z)-9-OCTADECENOATE;ETHYL OLEATE |
CAS: | 111-62-6 |
MF: | C20H38O2 |
MW: | 310.51 |
EINECS: | 203-889-5 |
Product Categories: | Pharmaceutical intermediates ; Fatty Acid Derivatives & Lipids ; Biochemistry ; Fatty Acid Esters (Plasticizer) ; Unsaturated Higher Fatty Acid Esters ; Glycerols ; Functional Materials ; Higher Fatty Acids & Higher Alcohols ; Plasticizer ; 111-62-6 ; bc0001 |
Mol File: | 111-62-6.mol |
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 | n 20/D 1.451(lit.) |
FEMA | 2450 | ETHYL OLEATE |
Fp | >230 °F |
storage temp. | -20°C |
solubility | chloro-form: 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 | Ethyl oleate (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 |
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 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.
Ethyl oleate is described in the USP32-NF27 as consisting of esters of ethyl alcohol and high molecular weight fatty acids, principally oleic acid. A suitable antioxidant may be included. |
Occurrence | Reported found in cocoa, buckwheat, elderberry and babaco fruit (Carica pentagona Heilborn). |
Uses | Ethyl oleate is a flavoring and fragrance agent. Usually used to prepare the oily phase of self-microemulsifying drug delivery system (SMEDDS) for tacrolimus (Tac). It was obtained by the hydrolysis of various animal and vegetable fats and oils. |
Preparation | Ethyl oleate is prepared by the reaction of ethanol with oleoyl chloride in the presence of a suitable hydrogen chloride acceptor. Or 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. |
Definition | ChEBI: Ethyl oleate is a long-chain fatty acid ethyl ester resulting from the condensation of the carboxy group of oleic acid with the hydroxy group of ethanol. It has a role as a plant metabolite and an acaricide. It is functionally related to an oleic acid. |
Aroma threshold values | Detection: 130 to 610 ppm |
General Description | Ethyl oleate is a colourless to pale yellow oily liquid that has a faint, floral note. It is neutral and is a more lipid-soluble form of oleic acid. The compound contributed to approximately 17% of the total fatty acids esterified to phosphatidylcholine in porcine platelets. 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. |
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 .
Microemulsion formulations containing ethyl oleate have also been proposed for topical and ocular delivery, and for liver targeting following parenteral administration. Ethyl oleate has been used in topical gel formulations, and in self-microemulsifying drug delivery systems for oral administration. Ethyl oleate is a suitable solvent for steroids and other lipophilic drugs. Its properties are similar to those of almond oil and peanut oil. However, it has the advantage that it is less viscous than fixed oils and is more rapidly absorbed by body tissues. Ethyl oleate has also been evaluated as a vehicle for subcutaneous injection. |
Product Info |
BMK PMK China Factory Safe Delivery Netherlands Germany Spain Poland UK Canada US etc. |
Mini Order: |
1kg |
Purity: |
>99% |
Payment ways: |
Bank Transfer, Western Union, Money Gram and Bitcoin |
Delivery ways: |
All Express Modes(EMS, DHL, TNT, FedEx, UPS,TOll etc.) Bulk by sea or air. |
Shipping address: |
Provide your Valid and Correct destination address info with post code, phone number. |
Packing: |
Select best ways according to quantity and safety degree,professional and experienced. |
Product packaging:
We provide different specifications of packaging according to customer needs. Meet all the needs of customers. Different packaging is used for different chemical powders and liquids. We can also do private weiboz with aluminum foil bag sealed vacuum packaging. Can provide 1Kg 2kg 5Kg 10kg 20kg 25kg 200kg different specifications of packaging. Use high-hardness cartons and filling materials to avoid product damage during transportation. Customers receive satisfactory products.
Product transportation:
We have warehouses in the United States, Canada, Mexico, and Australia, and we can ship from overseas warehouses. Improve our delivery efficiency. Let customers receive packages quickly. In addition, we have cooperation with international express FEDEX, UPS, TNT EMS, etc. In addition, we are better at using air dedicated lines for transportation. Professional transportation of chemical products and other international logistics. The package can be received safely. No need for customers to do customs clearance information. We provide DDP service. Door to door service. There is no need to sign for the package in person. We have more than ten years of experience in chemical trading.