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| CAS No.: | 111-62-6 |
|---|---|
| Name: | ETHYL OLEATE |
| Molecular Structure: | |
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|
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| Formula: | C20H38O2 |
| Molecular Weight: | 310.521 |
| Synonyms: | 9-Octadecenoicacid (Z)-, ethyl ester;Oleic acid, ethyl ester (6CI,8CI);Crodamol EO;Esterol123;Ethyl (Z)-9-octadecenoate;Ethyl cis-9-octadecenoate;Ethyl oleate;NikkolEOO;Nofable EO 99; |
| EINECS: | 203-889-5 |
| Density: | 0.872 g/cm3 |
| Melting Point: | - 32 °C(lit.) |
| Boiling Point: | 385.9 °C at 760 mmHg |
| Flash Point: | 91.8 °C |
| Appearance: | clear pale yellow oily liquid |
| Safety: | 23-24/25-22 |
| PSA: | 26.30000 |
| LogP: | 6.58700 |
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| Conditions | Yield |
|---|---|
| With sulfuric acid at 110℃; for 2h; | 100% |
| With C6H15N*C3H6O3S*3Cl(1-)*H(1+)*Zn(2+) for 4h; Reagent/catalyst; Reflux; | 99.17% |
| With sulfuric acid for 16h; Reflux; | 97% |
| Conditions | Yield |
|---|---|
| In various solvent(s) at 80℃; for 4h; | 90% |
| Conditions | Yield |
|---|---|
| With zirconocene bis(perfluorooctanesulfonate) trihydrate*(tetrahydrofuran) In neat (no solvent) at 80℃; for 24h; Sealed tube; Green chemistry; chemoselective reaction; | 85% |
| With immobilized lipase from Rhizomucor miehei at 40℃; for 24h; | 80% |
| With sulfuric acid at 30℃; Kinetics; | |
| sulfonate derived amorphous carbon at 80℃; for 12h; Rate constant; | 0% |
| With C2F6NO4S2(1-)*C20H39N2(1+) at 60℃; Enzymatic reaction; |
- 64-17-5
ethanol
- 112-80-1
cis-Octadecenoic acid
A
- 112-92-5
1-octadecanol
B
- 111-62-6
oleic acid ethyl ester
C
- 111-61-5
stearic acid ethyl ester
| Conditions | Yield |
|---|---|
| With cobalt containing species at 200℃; for 4h; | A 10.5% B n/a C n/a |
- 79912-54-2
(+/-)-threo-9,10-dibromo-octadecanoic acid ethyl ester
- 111-62-6
oleic acid ethyl ester
| Conditions | Yield |
|---|---|
| With hydrogen bromide; sodium acetate; zinc In ethanol |
| Conditions | Yield |
|---|---|
| In water; acetone for 16h; Heating; |
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid | |
| With sodium ethanolate at 25℃; for 1.5h; | |
| With CpLIP2 from Candida parapsilosis In aq. phosphate buffer at 30℃; for 0.25h; pH=6.5; Concentration; Reagent/catalyst; Enzymatic reaction; |
| Conditions | Yield |
|---|---|
| at 20 - 90℃; |
- 64-17-5
ethanol
- 2190-25-2
2-Oleodipalmitin
A
- 111-62-6
oleic acid ethyl ester
B
- 628-97-7
hexadecanoic acid ethyl ester
C
- 502-52-3
hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester
D
- 3123-73-7
1-O-palmitoyl-2-O-oleoyl glycerol
| Conditions | Yield |
|---|---|
| With immobilized EL1 lipase In water; tert-butyl alcohol at 30℃; for 4.16667h; | A 45 mmol B 11 mmol C n/a D n/a E n/a |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 72 h / 30 °C / Corynebacterium sp. S-401, phosphate buffer 2: 24 percent / hexane / 72 h / 30 °C / Corynebacterium sp. S-401 View Scheme |
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Specification
The Ethyl Oleate, with the CAS registry number 111-62-6 and EINECS registry number 203-889-5, has the systematic name of ethyl (9Z)-octadec-9-enoate. It is the ester formed by the condensation of the fatty acid oleic acid and ethanol, and the molecular formula of this chemical is C20H38O2. It is a colorless to light yellow liquid which is also sensitive to light, and it belongs to the following product categories: Biochemistry; Fatty Acid Esters (Plasticizer); Functional Materials; Higher Fatty Acids & Higher Alcohols; Plasticizer; Unsaturated Higher Fatty Acid Esters.
The physical properties of Ethyl Oleate are as following: (1)ACD/LogP: 8.69; (2)# of Rule of 5 Violations: 1; (3)#H bond acceptors: 2; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 17; (6)Polar Surface Area: 26.3 Å2; (7)Index of Refraction: 1.455; (8)Molar Refractivity: 96.53 cm3; (9)Molar Volume: 355.7 cm3; (10)Polarizability: 38.27×10-24cm3; (11)Surface Tension: 31 dyne/cm; (12)Density: 0.872 g/cm3; (13)Flash Point: 91.8 °C; (14)Enthalpy of Vaporization: 63.48 kJ/mol; (15)Boiling Point: 385.9 °C at 760 mmHg; (16)Vapour Pressure: 3.67E-06 mmHg at 25°C.
Preparation and uses of Ethyl Oleate: It can be prepared by the esterification of oleic acid with ethanol. And it is used as a solvent for pharmaceutical drug preparations involving lipophilic substances such as steroids. It is also used as a lubricant and a plasticizer. What's more, it is used as food additive as well.
You should be cautious while dealing with this chemical: Do not breathe dust; Avoid contacting with skin and eyes; Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer).
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)CCCCCCC\C=C/CCCCCCCC
(2)InChI: InChI=1/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11-
(3)InChIKey: LVGKNOAMLMIIKO-QXMHVHEDBH
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Food and Chemical Toxicology. Vol. 20, Pg. 683, 1982. | |
| rat | LD50 | oral | > 5gm/kg (5000mg/kg) | Food and Chemical Toxicology. Vol. 20, Pg. 683, 1982. |