Octadecanoic acid,1,1',1''-(1,2,3-propanetriyl) ester (555-43-1)

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