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Basic Information

Molecular Structure:
CAS No.:	111-62-6
Name:	ETHYL OLEATE
Article Data:	79

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

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

Raw Materials

64-17-5

122-32-7

112-80-1

75-03-6

143-28-2

78-39-7

112-77-6

2190-25-2

Downstream Products

3433-16-7

111-71-7

123-99-9

1593-55-1

64-18-6

68862-25-9

111-03-5

107-92-6

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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.