537-32-6

Basic information

• Product Name: propane-1,2,3-triyl trilactate
• Synonyms: propane-1,2,3-triyl trilactate;TRILACTIN;Tris(2-hydroxypropanoic acid)1,2,3-propanetriyl ester;1,3-bis(2-hydroxypropanoyloxy)propan-2-yl 2-hydroxypropanoate;2-hydroxypropionic acid [2-lactoyloxy-1-(lactoyloxymethyl)ethyl] ester
• CAS NO: 537-32-6
• Molecular Formula: C₁₂H₂₀O₉
• Molecular Weight: 308.2818
• EINECS: 208-664-5
• Mol File: 537-32-6.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 395.5°Cat760mmHg
• Flash Point: 139.9°C
• Appearance: /
• Density: 1.334g/cm³
• Vapor Pressure: 6.8E-08mmHg at 25°C
• Refractive Index: 1.495
• CAS DataBase Reference: propane-1,2,3-triyl trilactate(CAS DataBase Reference)
• NIST Chemistry Reference: propane-1,2,3-triyl trilactate(537-32-6)
• EPA Substance Registry System: propane-1,2,3-triyl trilactate(537-32-6)

Safety Data

• Hazardous Substances Data: 537-32-6(Hazardous Substances Data)

Usage

General Description

Propane-1,2,3-triyl trilactate, also known as glycerol trilactate, is a tri-ester of glycerol and lactic acid. It is commonly used as a food additive (E476) in commercial products due to its emulsifying properties. It's also used as a coating agent, surfactant, and a moisture-retaining agent due to its humectant properties. Its solubility traits make it suitable for use in lipophilic formulations. Additionally, it serves as a biodegradable plasticizer in the manufacturing of some kinds of plastic, including polyvinyl chloride (PVC).

InChI:InChI=1/C12H20O9/c1-6(13)10(16)19-4-9(21-12(18)8(3)15)5-20-11(17)7(2)14/h6-9,13-15H,4-5H2,1-3H3

Synthetic route

glycerol-tris- → glycerol trilactate (537-32-6)

Conditions	Yield
With palladium; acetic acid Hydrogenation;

glycerol trilactate (537-32-6) + acetic anhydride (108-24-7) → glycerol-tris-(2-acetoxy propionate)

Conditions	Yield
With pyridine

glycerol trilactate (537-32-6) + n-hexadecanoyl chloride (112-67-4) → tris-(2-palmitoyloxy-propionyloxy)-propane

Conditions	Yield
With pyridine; chloroform