Glycerol tristearate supplier

Name
Glycerol tristearate
EINECS 209-097-6
CAS No. 555-43-1
Article Data41
CAS DataBase
Density 0.909 g/cm³
Solubility insoluble in water
Melting Point 72-75 °C
Formula C₅₇H₁₁₀O₆
Boiling Point 813 °C at 760 mmHg
Molecular Weight 891.497
Flash Point 299.4 °C
Transport Information
Appearance off-white to cream powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
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;
PSA 78.90000
LogP 18.76910

Synthetic route

: 57-11-4
stearic acid

: 56-81-5
glycerol

: 555-43-1
glycerol tristearate

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogen at 200℃; unter vermindertem Druck; α.α'-distearate β oleate of glycerol;

...Expand

: 22610-63-5
octadecanoic acid 2,3-dihydroxypropyl ester

: 555-43-1
glycerol tristearate

Conditions

Conditions	Yield
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

Conditions	Yield
at 170 - 180℃;

: 638-66-4
n-Octadecanal

: 57-11-4
stearic acid

: 555-43-1
glycerol tristearate

Conditions

Conditions	Yield
at 275℃;

: 504-40-5
1,3-distearoylglycerol

: 57-11-4
stearic acid

: 555-43-1
glycerol tristearate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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;

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
With decalin at 140℃;

...Expand

: 96-23-1
1,3-Dichloro-2-propanol

: 593-29-3
potassium stearate

A: 555-43-1
glycerol tristearate

B α-distearin: α-distearin

...Expand

: 57-10-3
1-hexadecylcarboxylic acid

α-distearin: α-distearin

A: 555-43-1
glycerol tristearate

B β-palmito-α.α'-distearin: β-palmito-α.α'-distearin

...Expand

: 112-61-8
Methyl stearate

: 102-76-1
triacetylglycerol

A: 555-43-1
glycerol tristearate

B acyl derivative of glycerol: acyl derivative of glycerol

Conditions

Conditions	Yield
With sodium methylate

...Expand

: 22610-63-5
octadecanoic acid 2,3-dihydroxypropyl ester

: 57-11-4
stearic acid

A: 555-43-1
glycerol tristearate

B distearin: distearin

Conditions

Conditions	Yield
at 245℃;

...Expand

: 822-16-2
sodium stearate

: 555-43-1
glycerol tristearate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 170 °C 2: hydrogen / 200 °C / unter vermindertem Druck View Scheme

: 57-11-4
stearic acid

: 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

Conditions	Yield
With lipozyme RM IM at 65℃; Enzymatic reaction; neat (no solvent); regioselective reaction;

...Expand

: 60-01-5
tributyrin

: 112-61-8
Methyl stearate

A: 56149-03-2
1,2-bis-butyryloxy-3-stearoyloxy-propane

B: 555-43-1
glycerol tristearate

C: 66411-63-0
2-butyryloxy-1,3-bis-stearoyloxy-propane

D: 139665-43-3
rac-1-Butyryl-2,3-distearoyl-glycerin

E: 139665-39-7
2-(stearoyloxy)propane-1,3-diyl dibutyrate

Conditions

Conditions	Yield
With {1,5,7-triazabicyclo[4.4.0]dec-5-ene}-functionalized mesoporous SBA-15 silica In neat (no solvent) at 80℃; for 1h; Catalytic behavior; Time; Temperature; Concentration;

...Expand

: 2190-20-7
1,2-dioleoyl-3-linoleoyl-rac-glycerol

: 555-43-1
glycerol tristearate

Conditions

Conditions	Yield
With hydrogen In water at 140℃; under 22502.3 Torr; for 18h; Catalytic behavior; Temperature; Autoclave; Green chemistry;

: 2190-22-9
1,3-dilinoleoyl-2-oleoyl-glycerol

: 555-43-1
glycerol tristearate

Conditions

Conditions	Yield
With hydrogen In water at 150℃; under 37503.8 Torr; for 18h; Catalytic behavior; Temperature; Pressure; Autoclave; Green chemistry;

: 122-32-7
trioleoylglycerol

: 555-43-1
glycerol tristearate

Conditions

Conditions	Yield
With hydrogen In water at 100℃; under 22502.3 Torr; for 18h; Catalytic behavior; Temperature; Autoclave; Green chemistry;	> 99 %Spectr.

: 537-40-6
1,2,3-tri(cis,cis-9,12-octadecadienoyloxy)propane

: 555-43-1
glycerol tristearate

Conditions

Conditions	Yield
With hydrogen In water at 150℃; under 37503.8 Torr; for 18h; Catalytic behavior; Temperature; Pressure; Autoclave; Green chemistry;	73 %Spectr.

: 555-43-1
glycerol tristearate

: 112-72-1
1-Tetradecanol

: 17661-50-6
myristyl stearate

Conditions

Conditions	Yield
With C18H32N4O6S2(2+)*2Cl(1-) In neat (no solvent) at 110℃; for 4.5h; Green chemistry;	99%

: 555-43-1
glycerol tristearate

: 112-92-5
1-octadecanol

Conditions

Conditions	Yield
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 100℃; under 38002.6 Torr; for 2h; Autoclave;	98%
Stage #1: glycerol tristearate With diethylzinc; lithium chloride In tetrahydrofuran; hexane at 20℃; for 6h; Inert atmosphere; Stage #2: With sodium hydroxide In tetrahydrofuran; hexane; water at 20℃; for 8h; Inert atmosphere; chemoselective reaction;	98%
With 5 wt% Re/TiO2; hydrogen In neat (no solvent) at 230℃; under 37503.8 Torr; for 30h; Autoclave;	82%

: 555-43-1
glycerol tristearate

: 64-17-5
ethanol

A: 111-61-5
stearic acid ethyl ester

B: 56-81-5
glycerol

Conditions

Conditions	Yield
With Mo(Oxo)/C at 90℃; under 10343.2 Torr; for 6h; Inert atmosphere;	A 97% B n/a
at 200℃; ueber die Geschwindigkeit der Umesterung und ueber den stufenweisen Verlauf;

...Expand

: 555-43-1
glycerol tristearate

: 64-17-5
ethanol

: 111-61-5
stearic acid ethyl ester

Conditions

Conditions	Yield
With carbon-supported single-site molybdenum dioxo at 90℃; under 10343.2 Torr; for 6h; Inert atmosphere;	97%

: 555-43-1
glycerol tristearate

: 57-11-4
stearic acid

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 1h; Reflux;	94%
With Mg-Al hydrotalcite; hydrogen at 325℃; under 21446.5 Torr;
With aluminum oxide; dilauryl thiodipropionate; 2,6-di-tert-butyl-4-methyl-phenol; Octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate; magnesium oxide In water at 100 - 130℃; under 5250.53 Torr; for 0.75h; Temperature;

: 555-43-1
glycerol tristearate

: 593-45-3
octadecane

Conditions

Conditions	Yield
With hydrogen In neat (no solvent) at 250℃; under 6000.6 Torr; for 24h; Catalytic behavior; Autoclave; High pressure;	93%
With tris(pentafluorophenyl)borate In cyclohexane at 20℃; for 6h; Catalytic behavior; Time; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere; Green chemistry;	91%
With hydrogen In cyclohexane at 170℃; under 18751.9 Torr; for 24h; Autoclave; Sealed tube;
With hydrogen In neat (no solvent) at 250℃; under 37503.8 Torr; for 48h; Catalytic behavior; Autoclave;	89 %Chromat.
Multi-step reaction with 2 steps 1: sodium hydroxide / ethanol / 1 h / Reflux 2: hydrogen / neat (no solvent) / 48 h / 230 °C / 37503.8 Torr / Autoclave View Scheme

: 555-43-1
glycerol tristearate

: 6765-39-5
heptadec-1-ene

Conditions

Conditions	Yield
With acridine; chloropyridinecobaloxime(III); burkholderia cepacian lipase In dichloromethane; water; acetonitrile at 25 - 277℃; for 60h; Reagent/catalyst; Irradiation;	74%

: 10417-94-4
all cis-5,8,11,14,17-eicosapentaenoic acid

: 555-43-1
glycerol tristearate

: 1-eicosapentaenoyl-2,3-distearylglycerol

Conditions

Conditions	Yield
With Rhizomocur miehei lipase (LipozomeTM) at 75℃; under 0.05 - 0.1 Torr; for 20h;	44%

: 6217-54-5
docosahexaenoic acid

: 555-43-1
glycerol tristearate

: 1-docosahexaenoyl-2,3-distearylglycerol

Conditions

Conditions	Yield
With Rhizomocur miehei lipase (LipozomeTM) In toluene at 48℃; for 48h;	28%

: 555-43-1
glycerol tristearate

: 123-51-3
i-Amyl alcohol

A: 627-88-3
isopentyl stearate

B: 56-81-5
glycerol

Conditions

Conditions	Yield
at 270℃; ueber die Geschwindigkeit der Umesterung und ueber den stufenweisen Verlauf;

...Expand

: 555-43-1
glycerol tristearate

: 102-76-1
triacetylglycerol

: 504-40-5
1,3-distearoylglycerol

Conditions

Conditions	Yield
With sodium methylate; xylene und Erwaermen des Reaktionsgemisches mit Glycerin;

: 555-43-1
glycerol tristearate

: 57-88-5
cholesterol

: 35602-69-8
cholesterol stearate

Conditions

Conditions	Yield
With enzyme-substances from liver; enzyme-substances from pancreas

: 555-43-1
glycerol tristearate

: 80-97-7
Cholestanol

: 59000-66-7
5α-cholestanyl-(3β)-stearate

Conditions

Conditions	Yield
With pancreas-substance; sodium glycocholate

: 555-43-1
glycerol tristearate

: 141-52-6
sodium ethanolate

: 111-61-5
stearic acid ethyl ester

: 555-43-1
glycerol tristearate

: 6540-56-3
octadecanehydroxamic acid

Conditions

Conditions	Yield
With hydroxylamine
With ethanol; hydroxylamine

: 555-43-1
glycerol tristearate

: 22610-63-5
octadecanoic acid 2,3-dihydroxypropyl ester

Conditions

Conditions	Yield
With sulfuric acid at 70℃;

: 555-43-1
glycerol tristearate

: 51063-97-9
DL-α,β-distearin

Conditions

Conditions	Yield
With sulfuric acid at 70℃;
With sulfuric acid
With chlorosulfonic acid at 25℃;

: 555-43-1
glycerol tristearate

: 111-61-5
stearic acid ethyl ester

Conditions

Conditions	Yield
With sulfuric acid

: 555-43-1
glycerol tristearate

: 4130-54-5
stearic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate at 20℃;
With methanol; hydrazine
With methanol; hydrazine at 100℃;
With hydrazine hydrate at 100℃;
With Lipozyme RMIM; hydrazine hydrate In hexane at 40℃; for 20h; Enzymatic reaction;

: 555-43-1
glycerol tristearate

: 504-40-5
1,3-distearoylglycerol

Conditions

Conditions	Yield
With sulfuric acid at 70℃;

: 555-43-1
glycerol tristearate

: 56-81-5
glycerol

: 22610-63-5
octadecanoic acid 2,3-dihydroxypropyl ester

Conditions

Conditions	Yield
With sodium phosphate unter ausschluss von Wasser und Sauerstoff;

Glycerol tristearate 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 (Lipozome^TM) 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

Product Name

Glycerol tristearate

Synthetic route

Glycerol tristearate Specification

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