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555-43-1

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555-43-1 Usage

Description

Glyceryl tristearate is prepared by reacting glycerin with stearic acid in the presence of a suitable catalyst such as aluminum oxide. It also occurs in many animal and vegetable fats such as tallow and cocoa butter. It is a white, microfine crystalline powder. It is soluble in hot alcohol, benzene and chloroform, very slightly soluble in cold alcohol, in ether and in petroleum ether, and insoluble in water.

Uses

Different sources of media describe the Uses of 555-43-1 differently. You can refer to the following data:
1. Present in animal and vegetable fats.
2. In textile sizes. Formerly in making candles.
3. tristearin is an emollient.
4. Glyceryl Tristearate is a formulation aid, lubricant, and release agent, prepared by reacting stearic acid with glycerol in the presence of a suitable catalyst. The additive is used as a crystallization accelerator in cocoa products; a formulation aid in confections; a formulation in fats and oils; and a winterization and fractionation aid in fat and oil processing.

Definition

ChEBI: Tristearoylglycerol is a triglyceride that is glycerol in which all three hydroxy groups have been formally esterified with stearic acid. It has a role as a plant metabolite and a Caenorhabditis elegans metabolite. It derives from an octadecanoic acid.

Flammability and Explosibility

Nonflammable

Safety Profile

When heated to decomposition it emits acrid smoke and irritating fumes.

Check Digit Verification of cas no

The CAS Registry Mumber 555-43-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 5 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 555-43:
(5*5)+(4*5)+(3*5)+(2*4)+(1*3)=71
71 % 10 = 1
So 555-43-1 is a valid CAS Registry Number.
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

555-43-1 Well-known Company Product Price

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  • TCI America

  • (G0212)  Tristearin  >80.0%(GC)

  • 555-43-1

  • 25g

  • 245.00CNY

  • Detail
  • TCI America

  • (G0212)  Tristearin  >80.0%(GC)

  • 555-43-1

  • 250g

  • 1,290.00CNY

  • Detail
  • Sigma-Aldrich

  • (T2501200)  Tristearin  European Pharmacopoeia (EP) Reference Standard

  • 555-43-1

  • T2501200

  • 1,880.19CNY

  • Detail
  • Sigma

  • (T5016)  Glyceryltristearate  ≥99%

  • 555-43-1

  • T5016-5G

  • 2,348.19CNY

  • Detail
  • Sigma

  • (T5016)  Glyceryltristearate  ≥99%

  • 555-43-1

  • T5016-25G

  • 8,464.95CNY

  • Detail
  • Aldrich

  • (69498)  Glyceryltristearate  technical

  • 555-43-1

  • 69498-250G-F

  • 694.98CNY

  • Detail
  • Aldrich

  • (69498)  Glyceryltristearate  technical

  • 555-43-1

  • 69498-1KG-F

  • 2,111.85CNY

  • Detail

555-43-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name tristearoylglycerol

1.2 Other means of identification

Product number -
Other names Glycerol Tristearate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:555-43-1 SDS

555-43-1Synthetic route

stearic acid
57-11-4

stearic acid

glycerol
56-81-5

glycerol

glycerol tristearate
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%
cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

1,3-distearoylglycerol
504-40-5

1,3-distearoylglycerol

A

glycerol tristearate
555-43-1

glycerol tristearate

B

glycerol 1,3-distearate 2-oleate
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;
octadecanoic acid 2,3-dihydroxypropyl ester
22610-63-5

octadecanoic acid 2,3-dihydroxypropyl ester

glycerol tristearate
555-43-1

glycerol tristearate

Conditions
ConditionsYield
under 0.5 Torr; beim Destillieren;
under 2 Torr; beim Destillieren mit Wasserdampf;
1,2,3-tribromopropane
96-11-7

1,2,3-tribromopropane

sodium stearate
822-16-2

sodium stearate

glycerol tristearate
555-43-1

glycerol tristearate

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

n-Octadecanal

stearic acid
57-11-4

stearic acid

glycerol tristearate
555-43-1

glycerol tristearate

Conditions
ConditionsYield
at 275℃;
1,3-distearoylglycerol
504-40-5

1,3-distearoylglycerol

stearic acid
57-11-4

stearic acid

glycerol tristearate
555-43-1

glycerol tristearate

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

glycerol

Stearoyl chloride
112-76-5

Stearoyl chloride

glycerol tristearate
555-43-1

glycerol tristearate

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

Methyl stearate

glycerol
56-81-5

glycerol

A

glycerol tristearate
555-43-1

glycerol tristearate

B

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

octadecanoic acid 2,3-dihydroxypropyl ester

C

DL-α,β-distearin
51063-97-9

DL-α,β-distearin

D

glycerol monostearate
621-61-4, 75656-13-2

glycerol monostearate

E

1,3-distearoylglycerol
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;
1-oleoyloxy-2,3-bis-stearoyloxy-propane
2190-29-6, 39202-22-7, 51195-71-2, 56614-46-1, 93452-42-7

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

nickel

nickel

glycerol tristearate
555-43-1

glycerol tristearate

Conditions
ConditionsYield
Hydrogenation; glycerol-α.β distearate α'-oleate;
2,3-Dibromopropan-1-ol
96-13-9

2,3-Dibromopropan-1-ol

potassium stearate
593-29-3

potassium stearate

A

glycerol tristearate
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℃;
1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

potassium stearate
593-29-3

potassium stearate

A

glycerol tristearate
555-43-1

glycerol tristearate

B

α-distearin

α-distearin

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

α-distearin

α-distearin

A

glycerol tristearate
555-43-1

glycerol tristearate

B

β-palmito-α.α'-distearin

β-palmito-α.α'-distearin

Methyl stearate
112-61-8

Methyl stearate

triacetylglycerol
102-76-1

triacetylglycerol

A

glycerol tristearate
555-43-1

glycerol tristearate

B

acyl derivative of glycerol

acyl derivative of glycerol

Conditions
ConditionsYield
With sodium methylate
octadecanoic acid 2,3-dihydroxypropyl ester
22610-63-5

octadecanoic acid 2,3-dihydroxypropyl ester

stearic acid
57-11-4

stearic acid

A

glycerol tristearate
555-43-1

glycerol tristearate

B

distearin

distearin

Conditions
ConditionsYield
at 245℃;
sodium stearate
822-16-2

sodium stearate

glycerol tristearate
555-43-1

glycerol tristearate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 170 °C
2: hydrogen / 200 °C / unter vermindertem Druck
View Scheme
stearic acid
57-11-4

stearic acid

glycerol
56-81-5

glycerol

A

glycerol tristearate
555-43-1

glycerol tristearate

B

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

octadecanoic acid 2,3-dihydroxypropyl ester

C

DL-α,β-distearin
51063-97-9

DL-α,β-distearin

D

glycerol monostearate
621-61-4, 75656-13-2

glycerol monostearate

E

1,3-distearoylglycerol
504-40-5

1,3-distearoylglycerol

Conditions
ConditionsYield
With lipozyme RM IM at 65℃; Enzymatic reaction; neat (no solvent); regioselective reaction;
tributyrin
60-01-5

tributyrin

Methyl stearate
112-61-8

Methyl stearate

A

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

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

B

glycerol tristearate
555-43-1

glycerol tristearate

C

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

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

D

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

rac-1-Butyryl-2,3-distearoyl-glycerin

E

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

2-(stearoyloxy)propane-1,3-diyl dibutyrate

Conditions
ConditionsYield
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;
1,2-dioleoyl-3-linoleoyl-rac-glycerol
2190-20-7

1,2-dioleoyl-3-linoleoyl-rac-glycerol

glycerol tristearate
555-43-1

glycerol tristearate

Conditions
ConditionsYield
With hydrogen In water at 140℃; under 22502.3 Torr; for 18h; Catalytic behavior; Temperature; Autoclave; Green chemistry;
1,3-dilinoleoyl-2-oleoyl-glycerol
2190-22-9

1,3-dilinoleoyl-2-oleoyl-glycerol

glycerol tristearate
555-43-1

glycerol tristearate

Conditions
ConditionsYield
With hydrogen In water at 150℃; under 37503.8 Torr; for 18h; Catalytic behavior; Temperature; Pressure; Autoclave; Green chemistry;
trioleoylglycerol
122-32-7

trioleoylglycerol

glycerol tristearate
555-43-1

glycerol tristearate

Conditions
ConditionsYield
With hydrogen In water at 100℃; under 22502.3 Torr; for 18h; Catalytic behavior; Temperature; Autoclave; Green chemistry;> 99 %Spectr.
1,2,3-tri(cis,cis-9,12-octadecadienoyloxy)propane
537-40-6

1,2,3-tri(cis,cis-9,12-octadecadienoyloxy)propane

glycerol tristearate
555-43-1

glycerol tristearate

Conditions
ConditionsYield
With hydrogen In water at 150℃; under 37503.8 Torr; for 18h; Catalytic behavior; Temperature; Pressure; Autoclave; Green chemistry;73 %Spectr.
glycerol tristearate
555-43-1

glycerol tristearate

1-Tetradecanol
112-72-1

1-Tetradecanol

myristyl stearate
17661-50-6

myristyl stearate

Conditions
ConditionsYield
With C18H32N4O6S2(2+)*2Cl(1-) In neat (no solvent) at 110℃; for 4.5h; Green chemistry;99%
glycerol tristearate
555-43-1

glycerol tristearate

1-octadecanol
112-92-5

1-octadecanol

Conditions
ConditionsYield
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%
glycerol tristearate
555-43-1

glycerol tristearate

ethanol
64-17-5

ethanol

A

stearic acid ethyl ester
111-61-5

stearic acid ethyl ester

B

glycerol
56-81-5

glycerol

Conditions
ConditionsYield
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;
glycerol tristearate
555-43-1

glycerol tristearate

ethanol
64-17-5

ethanol

stearic acid ethyl ester
111-61-5

stearic acid ethyl ester

Conditions
ConditionsYield
With carbon-supported single-site molybdenum dioxo at 90℃; under 10343.2 Torr; for 6h; Inert atmosphere;97%
glycerol tristearate
555-43-1

glycerol tristearate

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
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;
glycerol tristearate
555-43-1

glycerol tristearate

octadecane
593-45-3

octadecane

Conditions
ConditionsYield
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
glycerol tristearate
555-43-1

glycerol tristearate

heptadec-1-ene
6765-39-5

heptadec-1-ene

Conditions
ConditionsYield
With acridine; chloropyridinecobaloxime(III); burkholderia cepacian lipase In dichloromethane; water; acetonitrile at 25 - 277℃; for 60h; Reagent/catalyst; Irradiation;74%
all cis-5,8,11,14,17-eicosapentaenoic acid
10417-94-4

all cis-5,8,11,14,17-eicosapentaenoic acid

glycerol tristearate
555-43-1

glycerol tristearate

1-eicosapentaenoyl-2,3-distearylglycerol

1-eicosapentaenoyl-2,3-distearylglycerol

Conditions
ConditionsYield
With Rhizomocur miehei lipase (LipozomeTM) at 75℃; under 0.05 - 0.1 Torr; for 20h;44%
docosahexaenoic acid
6217-54-5

docosahexaenoic acid

glycerol tristearate
555-43-1

glycerol tristearate

1-docosahexaenoyl-2,3-distearylglycerol

1-docosahexaenoyl-2,3-distearylglycerol

Conditions
ConditionsYield
With Rhizomocur miehei lipase (LipozomeTM) In toluene at 48℃; for 48h;28%
glycerol tristearate
555-43-1

glycerol tristearate

i-Amyl alcohol
123-51-3

i-Amyl alcohol

A

isopentyl stearate
627-88-3

isopentyl stearate

B

glycerol
56-81-5

glycerol

Conditions
ConditionsYield
at 270℃; ueber die Geschwindigkeit der Umesterung und ueber den stufenweisen Verlauf;
glycerol tristearate
555-43-1

glycerol tristearate

triacetylglycerol
102-76-1

triacetylglycerol

1,3-distearoylglycerol
504-40-5

1,3-distearoylglycerol

Conditions
ConditionsYield
With sodium methylate; xylene und Erwaermen des Reaktionsgemisches mit Glycerin;
glycerol tristearate
555-43-1

glycerol tristearate

cholesterol
57-88-5

cholesterol

cholesterol stearate
35602-69-8

cholesterol stearate

Conditions
ConditionsYield
With enzyme-substances from liver; enzyme-substances from pancreas
glycerol tristearate
555-43-1

glycerol tristearate

Cholestanol
80-97-7

Cholestanol

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

5α-cholestanyl-(3β)-stearate

Conditions
ConditionsYield
With pancreas-substance; sodium glycocholate
glycerol tristearate
555-43-1

glycerol tristearate

sodium ethanolate
141-52-6

sodium ethanolate

stearic acid ethyl ester
111-61-5

stearic acid ethyl ester

glycerol tristearate
555-43-1

glycerol tristearate

octadecanehydroxamic acid
6540-56-3

octadecanehydroxamic acid

Conditions
ConditionsYield
With hydroxylamine
With ethanol; hydroxylamine
glycerol tristearate
555-43-1

glycerol tristearate

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

octadecanoic acid 2,3-dihydroxypropyl ester

Conditions
ConditionsYield
With sulfuric acid at 70℃;
glycerol tristearate
555-43-1

glycerol tristearate

DL-α,β-distearin
51063-97-9

DL-α,β-distearin

Conditions
ConditionsYield
With sulfuric acid at 70℃;
With sulfuric acid
With chlorosulfonic acid at 25℃;
glycerol tristearate
555-43-1

glycerol tristearate

stearic acid ethyl ester
111-61-5

stearic acid ethyl ester

Conditions
ConditionsYield
With sulfuric acid
glycerol tristearate
555-43-1

glycerol tristearate

stearic acid hydrazide
4130-54-5

stearic acid hydrazide

Conditions
ConditionsYield
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;
glycerol tristearate
555-43-1

glycerol tristearate

1,3-distearoylglycerol
504-40-5

1,3-distearoylglycerol

Conditions
ConditionsYield
With sulfuric acid at 70℃;
glycerol tristearate
555-43-1

glycerol tristearate

glycerol
56-81-5

glycerol

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

octadecanoic acid 2,3-dihydroxypropyl ester

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

555-43-1Relevant articles and documents

Ollivon,Perron

, p. 395,396,400-403,407-409 (1979)

Perron et al.

, p. 11,15,19,20,21,23,25,26 (1969)

Synthesis of glycerol monostearate over K2CO3/γ-Al2O3 catalyst

Zhou, Lu,Gu, Yi,Hong, Mei,Xiao, Guomin

, p. 458 - 462 (2015/01/30)

The synthesis of glycerol monostearate by transesterification of methyl stearate with glycerol can be carried out in the presence of basic catalyst. The absence of solvent in the reaction system would result in a low conversion of methyl stearate as a consequence of low miscibility between reactants. The addition N,N′-dimethyl formamide as solvent improved the activity of the catalyst and selectivity to glycerol monostearate. Different K2CO3-containing γ-Al2O3 catalysts were made and used in the reaction. The results showed that catalyst with higher basicity could lead to better reactant's conversion but poorer selectivity to glycerol monostearate and the optimal load of K2CO3 inducing the highest yield to glycerol monostearate was 20 % mass fraction of γ-Al2O3 supporter. At a glycerol/methyl stearate ratio of 6:1, 165°C, 2 wt. % catalyst amount, a yield of 82.21 % of glycerol monostearate was achieved after 5h.

13C NMR quantification of mono and diacylglycerols obtained through the solvent-free lipase-catalyzed esterification of saturated fatty acids

Fernandes, Jane Luiza Nogueira,De Souza, Rodrigo Octavio Mendonca Alves,De Vasconcellos Azeredo, Rodrigo Bagueira

experimental part, p. 424 - 428 (2012/08/14)

In the present investigation, we studied the enzymatic synthesis of monoacylglycerols (MAG) and diacylglycerols (DAG) via the esterification of saturated fatty acids (stearic, palmitic and an industrial residue containing 87% palmitic acid) and glycerol in a solvent-free system. Three immobilized lipases (Lipozyme RM IM, Lipozyme TL IM and Novozym 435) and different reaction conditions were evaluated. Under the optimal reaction conditions, esterifications catalyzed by Lipozyme RM IM resulted in a mixture of MAG and DAG at high conversion rates for all of the substrates. In addition, except for the reaction of industrial residue at atmospheric pressure, all of these products met the World Health Organization and European Union directives for acylglycerol mixtures for use in food applications. The products were quantified by 13C NMR, with the aid of an external reference signal which was generated from a sealed coaxial tube filled with acetonitrile-d3. After calibrating the area of this signal using the classical external reference method, the same coaxial tube was used repeatedly to quantify the reaction products. Copyright

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