Ethyl Oleate supplier | CasNO.111-62-6

Name
ETHYL OLEATE
EINECS 203-889-5
CAS No. 111-62-6
Article Data79
CAS DataBase
Density 0.872 g/cm³
Solubility
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
Appearance clear pale yellow oily liquid
Safety 23-24/25-22
Risk Codes
Molecular Structure
Hazard Symbols
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;
PSA 26.30000
LogP 6.58700

Synthetic route

: 64-17-5
ethanol

: 112-80-1
cis-Octadecenoic acid

: 111-62-6
oleic acid ethyl ester

Conditions

Conditions	Yield
With sulfuric acid at 110℃; for 2h;	100%
With C6H15NC3H6O3S3Cl(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

Conditions	Yield
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

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

Conditions	Yield
With cobalt containing species at 200℃; for 4h;	A 10.5% B n/a C n/a

...Expand

: 79912-54-2
(+/-)-threo-9,10-dibromo-octadecanoic acid ethyl ester

: 111-62-6
oleic acid ethyl ester

Conditions

Conditions	Yield
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

Conditions	Yield
In water; acetone for 16h; Heating;

: 64-17-5
ethanol

: 112-62-9
Methyl oleate

: 111-62-6
oleic acid ethyl ester

Conditions

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;

: 112-77-6
(Z)-9-octadecenoyl chloride

: 64-17-5
ethanol

: 111-62-6
oleic acid ethyl ester

Conditions

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

E 1-O-palmitoylglycerol: 1-O-palmitoylglycerol

Conditions

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

...Expand

: 143-28-2
oleoyl alcohol

thapsic acid-dichloride: thapsic acid-dichloride

: 111-62-6
oleic acid ethyl ester

Conditions

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

fatty acids from sewage scum; extract of: fatty acids from sewage scum; extract of

: 64-17-5
ethanol

A hydroxy fatty acid ethyl esters: hydroxy fatty acid ethyl esters

B: 111-62-6
oleic acid ethyl ester

C: 544-35-4
ethyl (9Z,12Z)-9,12-octadecadienoate

D: 1191-41-9
ethyl linolenate

E: 628-97-7
hexadecanoic acid ethyl ester

F: 14010-23-2
ethyl heptadecanoate

G: 111-61-5
stearic acid ethyl ester

Conditions

Conditions	Yield
sulfuric acid at 60℃; for 1h; Conversion of starting material;

...Expand

: 122-32-7
trioleoylglycerol

A: 111-62-6
oleic acid ethyl ester

B: 3443-84-3, 13822-11-2, 116435-34-8
2-Oleoylglycerol

Conditions

Conditions	Yield
With Novozym 135 In ethanol at 20℃; Enzymatic reaction;

: 112-80-1
cis-Octadecenoic acid

: 75-03-6
ethyl iodide

: 111-62-6
oleic acid ethyl ester

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In tetrahydrofuran for 21h; Inert atmosphere; Reflux;

: 64-17-5
ethanol

: 112-80-1
cis-Octadecenoic acid

A: 111-62-6
oleic acid ethyl ester

B: 16369-12-3
(Z)-heptadec-8-ene

C: 56134-02-2
(Z)-heptadeca-1,8-diene

D: (Z)-1-ethoxyheptadec-8-ene

Conditions

Conditions	Yield
With potassium hydroxide Electrochemical reaction;

...Expand

: 64-17-5
ethanol

: 112-62-9
Methyl oleate

A: 112-80-1
cis-Octadecenoic acid

B: 111-62-6
oleic acid ethyl ester

Conditions

Conditions	Yield
With lipase/acyltransferase from Candida albicans; water In aq. phosphate buffer at 30℃; pH=6.5; Catalytic behavior; Reagent/catalyst; Enzymatic reaction;

...Expand

: 64-17-5
ethanol

: 57-11-4
stearic acid

: 111-62-6
oleic acid ethyl ester

Conditions

Conditions	Yield
With 3-mercapto-1-propane sulfonate fuctionalized vinyl silica gel for 10h; Reagent/catalyst; Reflux;

: 122-32-7
trioleoylglycerol

: 64-17-5
ethanol

A: 112-62-9
Methyl oleate

B: 111-62-6
oleic acid ethyl ester

Conditions

Conditions	Yield
With Cp2Zr(H2O)3(OSO2C8F17)2·THF at 100℃; for 24h;

...Expand

: 111-62-6
oleic acid ethyl ester

: 143-28-2
oleoyl alcohol

Conditions

Conditions	Yield
With methanol; Na/SiO2 In tetrahydrofuran at 0 - 25℃; for 0.583333h; Bouveault-Blanc reduction; Inert atmosphere;	99%
Stage #1: oleic acid ethyl ester With sodium triethylborohydride In diethyl ether; toluene at 20℃; for 8h; Inert atmosphere; Stage #2: With sodium hydroxide In methanol; diethyl ether; toluene at 20℃; for 2h; Time;	95%
With lithium aluminium tetrahydride In diethyl ether for 0.5h; Heating;	92.62%

: 111-62-6
oleic acid ethyl ester

A: 1779-13-1
octadeca-9Z-ene

B: 80060-80-6
diethyl (Z)-9-octadecene-1,18-dioate

Conditions

Conditions	Yield
With tetramethylstannane; tungsten(VI) chloride In benzene at 70℃; for 20h;	A 97% B 99%
With C49H79Cl2N2O3PRuSi In neat (no solvent) at 40℃; for 0.3h; Inert atmosphere; Schlenk technique;

: 111-62-6
oleic acid ethyl ester

: 3433-16-7
ethyl 9-oxononanoate

Conditions

Conditions	Yield
Stage #1: oleic acid ethyl ester With ozone In dichloromethane at -60℃; for 5h; Stage #2: With triphenylphosphine In dichloromethane at 20℃; for 18h; Inert atmosphere;	98%
With ozone In methanol at -20℃;	89%
With ethyl acetate bei der Ozonierung bei -40grad und anschliessenden Hydrierung an Palladium;
(i) O3, CH2Cl2, (ii) Ph3P; Multistep reaction;
With ozone Yield given;

: 111-62-6
oleic acid ethyl ester

: 67-63-0
isopropyl alcohol

: 17364-07-7, 22147-34-8, 112-11-8
isopropyl oleate

Conditions

Conditions	Yield
With titanium(IV) isopropylate at 82℃; for 8h;	98%

: 111-62-6
oleic acid ethyl ester

: ethyl 9(E)-8,11-dibromooctadecanoate

Conditions

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 4h; Heating;	95%

: 111-62-6
oleic acid ethyl ester

: 10597-60-1
hydroxytyrosol

: 2-(3,4-dihydroxyphenyl)-ethyl oleate

Conditions

Conditions	Yield
With Novozym 435 at 37℃;	93%
toluene-4-sulfonic acid at 60℃; for 24h;	76%

: 111-62-6
oleic acid ethyl ester

: 20288-92-0, 70116-78-8, 111080-26-3
(Z)-9,10-epoxyoctadecanoic acid ethyl ester

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); Pyridine-2,6-dicarboxylic acid; dihydrogen peroxide In water; acetonitrile at 25℃; for 24h;	89%
With dihydrogen peroxide; Molybdenum Oxide-Bu3SnCl-Charcoal In isopropyl alcohol at 50℃; for 15h;	76%
With peracetic acid; acetic acid

: 111-62-6
oleic acid ethyl ester

: ethyl 8-(3-octyloxiran-2-yl)octanoate

Conditions

Conditions	Yield
With ((4-(methacryloyloxy)phenyl)dimethylsulfonium)4[Mo8O26]; dihydrogen peroxide In methanol at 60℃; for 6h;	89%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 50℃; for 0.0833333h; Microwave irradiation; Cooling with ice;	59%
With N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamineiron(II) bis(triflate); dihydrogen peroxide In water; acetonitrile for 0.166667h; Inert atmosphere; Schlenk technique;

: 75-11-6
diiodomethane

: 111-62-6
oleic acid ethyl ester

: ethyl 8-(2-octylcyclopropyl)octanoate

Conditions

Conditions	Yield
With diethylzinc In toluene at -15 - 20℃; for 8.25h; Inert atmosphere;	89%
Stage #1: diiodomethane With diethylzinc In toluene at -15 - 0℃; for 0.5h; Inert atmosphere; Stage #2: oleic acid ethyl ester In toluene at -78 - 20℃; Inert atmosphere;	89%

: 46118-02-9
3-(3',4'-dihydroxyphenyl)-1-propanol

: 111-62-6
oleic acid ethyl ester

: 3-(3,4-dihydroxyphenyl)propyl oleate

Conditions

Conditions	Yield
With Novozym 435 at 37℃;	87%

: 111-62-6
oleic acid ethyl ester

: 2-(pyrimidin-5-yl)phenyl (m-tolyl)methanesulfonate

: (E)-ethyl 10-(3-methyl-5-(((2-(pyrimidin-5-yl)phenoxy)sulfonyl)methyl)phenyl)octadec-8-enoate

Conditions

Conditions	Yield
With copper (II)-fluoride; N-Acetyl-L-2-aminohexanoic acid; palladium diacetate; silver carbonate In acetonitrile at 90℃; for 24h; Sealed tube; regioselective reaction;	83%

: 111-62-6
oleic acid ethyl ester

: 56-81-5
glycerol

: 2465-32-9, 98168-52-6
1,3-diolein

Conditions

Conditions	Yield
With immobilized lipase from Rhizomucor miehei In various solvent(s)	80%

: 111-62-6
oleic acid ethyl ester

: 57-10-3
1-hexadecylcarboxylic acid

: C36H70O4

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 80℃; under 7.50075 Torr; Molecular sieve;	80%

: 143-07-7
lauric acid

: 111-62-6
oleic acid ethyl ester

: C32H62O4

Conditions

Conditions	Yield
With nitric acid at 50℃; for 16h; Inert atmosphere;	80%

: 111-62-6
oleic acid ethyl ester

: 4277-20-7
9,10-dihydroxystearic acid ethyl ester

Conditions

Conditions	Yield
With phosphotungstic acid; dihydrogen peroxide In methanol at 30 - 60℃; for 7h; Molecular sieve;	80%

: 111-62-6
oleic acid ethyl ester

: 64-04-0
phenethylamine

: 78708-82-4
N-Phenethyloleamide

Conditions

Conditions	Yield
With C18H15IMnN3O3; sodium t-butanolate In toluene at 90℃; for 18h; Inert atmosphere; Schlenk technique;	77%

: 111-62-6
oleic acid ethyl ester

: 112-91-4
cis-9-octadecenenitrile

Conditions

Conditions	Yield
Stage #1: oleic acid ethyl ester With sodium diisobutyl-tert-butoxyaluminium hydride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Stage #2: With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; ammonia In tetrahydrofuran; water at 0 - 20℃; for 3h;	75%
Stage #1: oleic acid ethyl ester With sodium diisobutyl-tert-butoxyaluminium hydride In tetrahydrofuran at 0℃; for 4h; Inert atmosphere; Stage #2: With ammonium hydroxide; 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;	385 mg

: 111-62-6
oleic acid ethyl ester

: 112-85-6
n-docosanoic acid

: C42H82O4

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; calcium chloride at 85℃; under 15.0015 Torr; for 36h;	75%

: 111-62-6
oleic acid ethyl ester

: ethyl (Z)-2-hydroxyoctadec-9-enoate

Conditions

Conditions	Yield
With oxygen; lithium diisopropyl amide In tetrahydrofuran at 0℃; for 1h;	75%

: 111-62-6
oleic acid ethyl ester

: 3598-26-3
(E)-4-(3-hydroxyprop-1-en-1-yl)benzene-1,2-diol

: 3,4-dihydroxycinnamyl oleate

Conditions

Conditions	Yield
With Novozym 435 at 37℃;	72%

: 111-62-6
oleic acid ethyl ester

: 124-07-2
Octanoic acid

: C28H54O4

Conditions

Conditions	Yield
With perchloric acid at 45℃; for 24h; Molecular sieve; Inert atmosphere;	72%

: 111-62-6
oleic acid ethyl ester

: 19689-19-1
5-decene

: 68862-25-9
Ethyl-tetradec-9-enoate

Conditions

Conditions	Yield
W(OC6H3Ph2-2,6)2Cl(CHCMe3)(CH2CMe3)(O(Pr-i)2) at 85℃; for 0.5h;	70%

: 75-77-4
chloro-trimethyl-silane

: 75-34-3
1,1-dichloroethane

: 111-62-6
oleic acid ethyl ester

: [(Z)-1-(1,1-Dichloro-ethyl)-1-ethoxy-octadec-9-enyloxy]-trimethyl-silane

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether at -78℃;	70%

...Expand

: 111-62-6
oleic acid ethyl ester

A: 112-05-0
nonanoic acid

B: 1593-55-1
azelaic acid monoethyl ester

Conditions

Conditions	Yield
With phosphotungstic acid; dihydrogen peroxide; cetylpyridinium bromide In water at 85℃; for 5h; Green chemistry;	A 62.3% B 68.6%

: 111-62-6
oleic acid ethyl ester

: 1407657-90-2
6VII-(2-amino-1,3-propandiol)succcinylamido-6VII-deoxy-2VII,3VII-di-O-methyl-hexakis(2,3,6-tri-O-methyl)-cyclomaltoheptaose

: C105H186N2O40

Conditions

Conditions	Yield
With lipase from Mucor miehei immobilized on macroporous ion exchange resin at 50℃; under 67.5068 Torr;	67%

: 111-62-6
oleic acid ethyl ester

: 3897-89-0
4-(hydroxymethyl)benzene-1,2-diol

: 4-[(cis-9-octadecenoyloxy)methy]catechol

Conditions

Conditions	Yield
With Novozym 435 at 37℃;	63%

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.

Product Name

ETHYL OLEATE

Synthetic route

Ethyl Oleate Specification

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