Name: TRIOLEIN
SKU: 122-32-7

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Basic Information

Molecular Structure:
CAS No.:	122-32-7
Name:	TRIOLEIN
Article Data:	45

Formula:	C₅₇H₁₀₄O₆
Molecular Weight:	885.449
Synonyms:	9-Octadecenoicacid (9Z)-, 1,2,3-propanetriyl ester (9CI);9-Octadecenoic acid (Z)-,1,2,3-propanetriyl ester;Olein, tri- (8CI);Actor LO 1;Aldo TO;EdenorNHTi-G;Emerest 2423;Emery 2423;Emery oleic acid ester 2230;Estol 1433;Glycerin trioleate;Glycerol trioleate;Glycerol triolein;Glyceryl trioleate;Glyceryl-1,2,3-trioleate;Kaolube 190;Kemester 1000;Oleic acid triglyceride;Oleic triglyceride;Oleyl triglyceride;Radia 7363;Raoline;Triglyceride OOO;Triolein;Trioleoylglyceride;Trioleoylglycerol;sn-Glyceryl trioleate;
EINECS:	204-534-7
Density:	0.921 g/cm³
Melting Point:	-5.5°C
Boiling Point:	818.7 °C at 760 mmHg
Flash Point:	302.6 °C
Solubility:	Soluble in chloroform: 0.1 g/mL
Appearance:	colourless viscous liquid
Hazard Symbols:	F,Xn
Risk Codes:	11-20/21/22
Safety:	24/25-39-26
Transport Information:	UN 1282 3/PG 2
PSA:	78.90000
LogP:	18.09710

Synthetic route

: 112-80-1
cis-Octadecenoic acid

: 56-81-5
glycerol

: 122-32-7
trioleoylglycerol

Conditions

Conditions	Yield
With 2,2-dimethylpropanoic anhydride; dmap at 50℃; for 24h;	93%
With propylsulfonic acid functionalized rope shaped mesoporous silica at 110℃; for 1h; Catalytic behavior; Reagent/catalyst;	64.3%
With dmap; dicyclohexyl-carbodiimide In tetrachloromethane at 20℃; for 6h;	51%

: 6085-36-5, 55726-25-5, 24909-72-6
oleic anhydride

: 1001440-59-0
1,2-dioleoyl-3-O-triisopropylsilyl-sn-glycerol

: 122-32-7
trioleoylglycerol

Conditions

Conditions	Yield
With trimethylsilyl bromide; tetrabutylammomium bromide In chloroform for 2h; Heating;	93%

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

: 56-81-5
glycerol

: 122-32-7
trioleoylglycerol

Conditions

Conditions	Yield
With pyridine

: 112-80-1
cis-Octadecenoic acid

: 56-81-5
glycerol

A: 122-32-7
trioleoylglycerol

B: 111-03-5, 2716-53-2, 30836-40-9, 34487-30-4, 69483-90-5, 99297-71-9, 129784-87-8
1-monooleoyl glycerol

Conditions

Conditions	Yield
at 35℃; in Gegenwart von entoeltem Chelidoniumsamen;
With Sn-EOF In neat (no solvent) for 3h; Reflux;

...Expand

: 112-62-9
Methyl oleate

: 56-81-5
glycerol

: 122-32-7
trioleoylglycerol

Conditions

Conditions	Yield
With lithium hydroxide unter vermindertem Druck;

: 112-80-1
cis-Octadecenoic acid

: 56-81-5
glycerol

A: 122-32-7
trioleoylglycerol

B: 111-03-5, 2716-53-2, 30836-40-9, 34487-30-4, 69483-90-5, 99297-71-9, 129784-87-8
1-monooleoyl glycerol

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

Conditions

Conditions	Yield
With lipase PS-Celite at 3℃; for 24h;	A 4 mg B 9 mg C 99 mg

...Expand

: 111-62-6
oleic acid ethyl ester

: 56-81-5
glycerol

A: 122-32-7
trioleoylglycerol

B: 111-03-5, 2716-53-2, 30836-40-9, 34487-30-4, 69483-90-5, 99297-71-9, 129784-87-8
1-monooleoyl glycerol

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

Conditions

Conditions	Yield
With lipase PS-Celite In acetonitrile at 30℃; for 96h;	A 5 mg B 100 mg C 17 mg

...Expand

: 112-80-1
cis-Octadecenoic acid

: 56-81-5
glycerol

A: 122-32-7
trioleoylglycerol

B: 111-03-5, 2716-53-2, 30836-40-9, 34487-30-4, 69483-90-5, 99297-71-9, 129784-87-8
1-monooleoyl glycerol

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

D: 2442-61-7, 3738-74-7, 22202-42-2, 24529-88-2, 26540-69-2, 33735-55-6, 38738-56-6, 98719-67-6
1,2-dioleoylglycerol

Conditions

Conditions	Yield
With lipozyme at 25℃; under 3 Torr; for 12h; Esterification;	A 1.34 % Chromat. B 16.08 % Chromat. C 61.10 % Chromat. D 0.85 % Chromat.

...Expand

: 112-80-1
cis-Octadecenoic acid

: 56-81-5
glycerol

A: 122-32-7
trioleoylglycerol

B monoolein: monoolein

C diolein: diolein

Conditions

Conditions	Yield
in Gegenwart von Ricinus-Enzym;
in Gegenwart von Chelidonium-Enzym;

...Expand

: 112-80-1
cis-Octadecenoic acid

glycerol (3 mol): glycerol (3 mol)

: 122-32-7
trioleoylglycerol

Conditions

Conditions	Yield
at 240℃;

Raw Materials

6085-36-5

555-44-2

112-77-6

150-90-3

124-07-2

111-62-6

112-62-9

142-77-8

Downstream Products

56-81-5

112-80-1

57-11-4

112-39-0

142-77-8

112-62-9

143-28-2

504-63-2

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Specification

The Triolein with CAS registry number of 122-32-7 is also known as 1,2,3-Tri-(9Z-octadecenoyl)-sn-glycerol. The IUPAC name is 2,3-Bis[[(Z)-octadec-9-enoyl]oxy]propyl (Z)-octadec-9-enoate. Its EINECS registry number is 204-534-7. In addition, the formula is C₅₇H₁₀₄O₆ and the molecular weight is 885.43. This chemical is a colourless viscous liquid and should be stored in sealed containers in cool, dry place away from wet, sunshine and heat.

Physical properties about Triolein are: (1)ACD/LogP: 23.71; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 23.71; (4)ACD/LogD (pH 7.4): 23.71; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 10000000; (8)ACD/KOC (pH 7.4): 10000000; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 53; (12)Polar Surface Area: 78.9Å²; (13)Index of Refraction: 1.477; (14)Molar Refractivity: 271.57 cm³; (15)Molar Volume: 961 cm³; (16)Polarizability: 107.66×10^-24cm³; (17)Surface Tension: 34.7 dyne/cm; (18)Density: 0.921 g/cm³; (19)Flash Point: 302.6 °C; (20)Enthalpy of Vaporization: 119 kJ/mol; (21)Boiling Point: 818.7 °C at 760 mmHg; (22)Vapour Pressure: 6.66E-27 mmHg at 25 °C.

Preparation of Triolein: it is prepared by reaction of glycerol with oleic acid. Glycerol added to the reactor, preheated to 60 °C, then add the amount of oleic acid and sulfuric acid catalyst, vacuum heated return dehydration for 4 hours, cooled, and then add 5% Na₂CO₃ aqueous solution, vacuum dehydration derived products.

CH₂OHCHOHCH₂OH+3C₁₇H₃₃COOHH+CH₂OOCC17H₃₃CHOOCC₁₇H₃₃CH₂OOCC₁₇H₃₃+3H₂O

Uses of Triolein: it can be used as textile lubricants and cosmetics emulsifiers. Besides, it also can be used as a cream, lotion and lipstick matrix.

When you are using this chemical, please be cautious about it. As a chemical, it is harmful by inhalation, in contact with skin and if swallowed and it has highly flammable. During using it, wear eye/face protection and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. SMILES: O=C(OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC)CCCCCCC\C=C/CCCCCCCC
2. InChI: InChI=1/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-
3. InChIKey: PHYFQTYBJUILEZ-IUPFWZBJBN
4. Std. InChI: InChI=1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-
5. Std. InChIKey: PHYFQTYBJUILEZ-IUPFWZBJSA-N

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Specification