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555-43-1

Basic Information
CAS No.: 555-43-1
Name: Glycerol tristearate
Article Data: 41
Molecular Structure:
Molecular Structure of 555-43-1 (Glycerol tristearate)
Formula: C57H110O6
Molecular Weight: 891.497
Synonyms: Glyceryltrioctadecanoate;Glyceryl tristearate;Glycolube TS;Glycowax S 932;Loxiol EP 218;Rikemal VT;SSS;Spezialfett118;Stearic acid triglyceride;Stearic acid triglycerin ester;Stearoyl triglyceride;Triglyceride StStSt;Tristearin;Tristearoylglycerol;Stearin, tri- (8CI);DaiwaxSTG;Edenor NHTi;Glycerin tristearate;Glycerinetristearate;
EINECS: 209-097-6
Density: 0.909 g/cm3
Melting Point: 72-75 °C
Boiling Point: 813 °C at 760 mmHg
Flash Point: 299.4 °C
Solubility: insoluble in water
Appearance: off-white to cream powder
Safety: 24/25
PSA: 78.90000
LogP: 18.76910
Synthetic route
57-11-4

stearic acid

56-81-5

glycerol

555-43-1

glycerol tristearate

Conditions
ConditionsYield
With Candida antarctica lipase (Lipase SP 435, NovozymeTM) at 70 - 75℃; under 0.05 - 0.1 Torr; for 48h;88%
With toluene-4-sulfonic acid at 115℃; for 6h;88%
With phosphate buffer; lipase from Humicola lanuginosa No. 3 In water at 45℃; for 18h;40.2%
112-80-1

cis-Octadecenoic acid

504-40-5

1,3-distearoylglycerol

A

555-43-1

glycerol tristearate

B

2846-04-0, 93396-74-8

glycerol 1,3-distearate 2-oleate

Conditions
ConditionsYield
With hydrogen at 200℃; unter vermindertem Druck; α.α'-distearate β oleate of glycerol;
22610-63-5

octadecanoic acid 2,3-dihydroxypropyl ester

555-43-1

glycerol tristearate

Conditions
ConditionsYield
under 0.5 Torr; beim Destillieren;
under 2 Torr; beim Destillieren mit Wasserdampf;
96-11-7

1,2,3-tribromopropane

822-16-2

sodium stearate

555-43-1

glycerol tristearate

Conditions
ConditionsYield
at 170 - 180℃;
638-66-4

n-Octadecanal

57-11-4

stearic acid

555-43-1

glycerol tristearate

Conditions
ConditionsYield
at 275℃;
504-40-5

1,3-distearoylglycerol

57-11-4

stearic acid

555-43-1

glycerol tristearate

Conditions
ConditionsYield
at 200 - 220℃; unter stark vermindertem Druck bei gleichzeitigem Durchleiten eines trocknen Luftstromes;
56-81-5

glycerol

112-76-5

Stearoyl chloride

555-43-1

glycerol tristearate

Conditions
ConditionsYield
at 100℃; under 2 Torr;
With quinoline; chloroform
With pyridine; chloroform
With pyridine; Petroleum ether
112-61-8

Methyl stearate

56-81-5

glycerol

A

555-43-1

glycerol tristearate

B

22610-63-5

octadecanoic acid 2,3-dihydroxypropyl ester

C

51063-97-9

DL-α,β-distearin

D

621-61-4, 75656-13-2

glycerol monostearate

E

504-40-5

1,3-distearoylglycerol

Conditions
ConditionsYield
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine at 110℃; for 6h; Product distribution; other guanine-catalysts; var. reaction times;
In N,N-dimethyl-formamide at 165℃; for 5h; Reagent/catalyst; Solvent; Temperature; Concentration;
2190-29-6, 39202-22-7, 51195-71-2, 56614-46-1, 93452-42-7

1-oleoyloxy-2,3-bis-stearoyloxy-propane

nickel

nickel

555-43-1

glycerol tristearate

Conditions
ConditionsYield
Hydrogenation; glycerol-α.β distearate α'-oleate;
96-13-9

2,3-Dibromopropan-1-ol

593-29-3

potassium stearate

A

555-43-1

glycerol tristearate

B

α.β-distearin, α.α'-distearin, α-monostearin

α.β-distearin, α.α'-distearin, α-monostearin

Conditions
ConditionsYield
With decalin at 140℃;
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Specification

The IUPAC name of Glyceryl tristearate is 2,3-di(octadecanoyloxy)propyl octadecanoate. With the CAS registry number 555-43-1, it is also named as 1,2,3-Propanetriol trioctadecanoate. The other registry numbers are 160170-82-1, 41755-77-5 and 606967-51-5. It is off-white to cream powder which is soluble in hot alcohol, chloroform, benzene and carbon disulfide, insoluble in water, petroleum ether and ether. And it is a triglyceride, a glyceryl ester of stearic acid, derived from animal fats created as a byproduct of processing beef. Additionally, this chemical should stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 25.27; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 25.27; (4)ACD/LogD (pH 7.4): 25.27; (5)#H bond acceptors: 6; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 56 ; (8)Index of Refraction: 1.465; (9)Molar Refractivity: 271.4 cm3; (10)Molar Volume: 980.2 cm3; (11)Polarizability: 107.59×10-24 cm3; (12)Surface Tension: 34.2 dyne/cm; (13)Flash Point: 299.4 °C; (14)Enthalpy of Vaporization: 118.19 kJ/mol; (15)Boiling Point: 813 °C at 760 mmHg; (16)Vapour Pressure: 1.67E-26 mmHg at 25°C; (17)Rotatable Bond Count: 56; (18)Exact Mass: 890.830241; (19)MonoIsotopic Mass: 890.830241; (20)Topological Polar Surface Area: 78.9; (21)Heavy Atom Count: 63; (22)Complexity: 886.

Preparation of Glyceryl tristearate: It can be obtaind by the esterification reaction of glycerol and stearic acid.
CH2OHCHOHCH2OH+3C17H35COOH==CH2OOCC17H35CHOOCC17H35CH2OOCC17H35+3H2O

Uses of Glyceryl tristearate: It is mainly used in food, soap and stearic acid. The following is the reaction which is in the manufacture of soap. C3H5(C18H35O2)3 + 3 NaOH → C3H5(OH)3 + 3 C17H35COONa
In addition, this chemical is used in the organic synthesis. For example: it react with eicosa-5c,8c,11c,14c,17c-pentaenoic acid to get 1-eicosapentaenoyl-2,3-distearylglycerol. This reaction needs reagent Rhizomocur miehei lipase (LipozomeTM) at temperature of 75 °C and the pressure of 0.5-1.0. The reaction time is 20 hours. The yield is 44%.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC)CCCCCCCCCCCCCCCCC
2. InChI:InChI=1/C57H110O6/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/h54H,4-53H2,1-3H3