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Ethyl Oleate

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Name

Ethyl Oleate

EINECS 203-889-5
CAS No. 111-62-6 Density 0.872 g/cm3
PSA 26.30000 LogP 6.58700
Solubility N/A Melting Point - 32 °C(lit.)
Formula C20H38O2 Boiling Point 385.9 °C at 760 mmHg
Molecular Weight 310.521 Flash Point 91.8 °C
Transport Information N/A Appearance clear pale yellow oily liquid
Safety 23-24/25-22 Risk Codes N/A
Molecular Structure Molecular Structure of 111-62-6 (ETHYL OLEATE) Hazard Symbols N/A
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;

Article Data 79

Ethyl Oleate Synthetic route

64-17-5

ethanol

112-80-1

cis-Octadecenoic acid

111-62-6

oleic acid ethyl ester

Conditions
ConditionsYield
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%
112-80-1

cis-Octadecenoic acid

78-39-7

Triethyl orthoacetate

111-62-6

oleic acid ethyl ester

Conditions
ConditionsYield
In various solvent(s) at 80℃; for 4h;90%
122-32-7

trioleoylglycerol

64-17-5

ethanol

111-62-6

oleic acid ethyl ester

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrogen bromide; sodium acetate; zinc In ethanol
143-18-0

potassium oleate

75-03-6

ethyl iodide

111-62-6

oleic acid ethyl ester

Conditions
ConditionsYield
In water; acetone for 16h; Heating;
64-17-5

ethanol

112-62-9

Methyl oleate

111-62-6

oleic acid ethyl ester

Conditions
ConditionsYield
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;
112-77-6

(Z)-9-octadecenoyl chloride

64-17-5

ethanol

111-62-6

oleic acid ethyl ester

Conditions
ConditionsYield
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

E

1-O-palmitoylglycerol

1-O-palmitoylglycerol

Conditions
ConditionsYield
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
143-28-2

oleoyl alcohol

thapsic acid-dichloride

thapsic acid-dichloride

111-62-6

oleic acid ethyl ester

Conditions
ConditionsYield
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

Ethyl Oleate 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.

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