Tristearin

Base Information

• Chemical Name: Tristearin
• CAS No.: 555-43-1
• Deprecated CAS: 41755-77-5,160170-82-1,606967-51-5,160170-82-1
• Molecular Formula: C57H110O6
• Molecular Weight: 891.497
• Hs Code.: 29159000
• European Community (EC) Number: 209-097-6,269-804-9
• UNII: P6OCJ2551R
• DSSTox Substance ID: DTXSID8047503
• Nikkaji Number: J6.468H
• Wikipedia: Stearin
• Wikidata: Q425640
• NCI Thesaurus Code: C77514
• RXCUI: 1368872
• Metabolomics Workbench ID: 6357
• Mol file: 555-43-1.mol

Synonyms:glyceryl tristearate;stearic acid triglyceride;tristearin;tristearoylglycerol

Chemical Property of Tristearin

Chemical Property:

• Appearance/Colour: off-white to cream powder
• Vapor Pressure: 1.67E-26mmHg at 25°C
• Melting Point: 72-75 °C
• Refractive Index: 1.465
• Boiling Point: 813 °C at 760 mmHg
• Flash Point: 299.4 °C
• PSA: 78.90000
• Density: 0.909 g/cm³
• LogP: 18.76910
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly, Heated)
• XLogP3: 25.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 56
• Exact Mass: 890.83024122
• Heavy Atom Count: 63
• Complexity: 886

Purity/Quality:

99% ^*data from raw suppliers

Tristearin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Lipids -> Unambiguous Lipids,Other Classes -> Stearates
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC
• 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: Present in animal and vegetable fats. In textile sizes. Formerly in making candles. tristearin is an emollient. 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.

Technology Process of Tristearin

There total 22 articles about Tristearin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

stearic acid (57-11-4) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → glycerol tristearate (555-43-1)

Guidance literature:

With Candida antarctica lipase (Lipase SP 435, Novozyme^TM); at 70 - 75 ℃; for 48h; under 0.05 - 0.1 Torr;

DOI:10.1007/s11746-000-0179-1

Reference yield:

stearic acid (57-11-4) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → glycerol tristearate (555-43-1) + octadecanoic acid 2,3-dihydroxypropyl ester (22610-63-5,342394-34-7) + DL-α,β-distearin (51063-97-9) + glycerol monostearate (621-61-4,75656-13-2) + 1,3-distearoylglycerol (504-40-5)

Guidance literature:

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

DOI:10.1002/mrc.3814

Reference yield:

Methyl stearate (112-61-8) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → glycerol tristearate (555-43-1) + octadecanoic acid 2,3-dihydroxypropyl ester (22610-63-5,342394-34-7) + DL-α,β-distearin (51063-97-9) + glycerol monostearate (621-61-4,75656-13-2) + 1,3-distearoylglycerol (504-40-5)

Guidance literature:

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;

upstream raw materials:

cis-Octadecenoic acid

1,3-distearoylglycerol

octadecanoic acid 2,3-dihydroxypropyl ester

1,2,3-tribromopropane

Downstream raw materials:

stearic acid ethyl ester

glycerol

isopentyl stearate

1,3-distearoylglycerol

Refernces

• 1、 Hoerr,Harwood. "". . p. 1265,1267. Retrieved 1956.
• 2、 Pews-Davtyan, Anahit,Scharnagl, Florian Korbinian,Hertrich, Maximilian Franz,Kreyenschulte, Carsten,Bartling, Stephan,Lund, Henrik,Jackstell, Ralf,Beller, Matthias. "Biomolecule-derived supported cobalt nanoparticles for hydrogenation of industrial olefins, natural oils and more in water". supporting information. p. 5104 - 5112. Retrieved 2019/09/30.
• 3、 Xie, Wenlei,Qi, Cong. "Preparation of low calorie structured lipids catalyzed by 1,5,7-triazabicyclo[4.4.0]dec-5-ene(TBD)-functionalized mesoporous SBA-15 silica in a heterogeneous manner". . p. 3348 - 3355. Retrieved 2014/05/06.