Glycerol triacrylate

Base Information

• Chemical Name: Glycerol triacrylate
• CAS No.: 5459-38-1
• Molecular Formula: C₁₂H₁₄O₆
• Molecular Weight: 254.24
• European Community (EC) Number: 226-728-0
• NSC Number: 24172
• DSSTox Substance ID: DTXSID60969841
• Nikkaji Number: J175.497A
• Wikidata: Q82952902
• Mol file: 5459-38-1.mol

Synonyms:Glycerol triacrylate;5459-38-1;Glyceryl triacrylate;Acrylin, tri-;1,2,3-Propanetriyl triacrylate;2,3-di(prop-2-enoyloxy)propyl prop-2-enoate;EINECS 226-728-0;NSC 24172;2-Propenoic acid, 1,2,3-propanetriyl ester;2-Propenoic acid, 1,1',1''-(1,2,3-propanetriyl) ester;SCHEMBL700993;DTXSID60969841;NSC24172;MFCD22494907;NSC-24172;Propane-1,2,3-triyl triprop-2-enoate;2-Propenoic acid,2,3-propanetriyl ester;G0591;Glycerol Triacrylate (stabiliZed with MEHQ)

Chemical Property of Glycerol triacrylate

Chemical Property:

• Vapor Pressure: 0.00415mmHg at 25°C
• Boiling Point: 278.9°Cat760mmHg
• Flash Point: 115.5°C
• PSA: 78.90000
• Density: 1.141g/cm³
• LogP: 0.54260
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 254.07903816
• Heavy Atom Count: 18
• Complexity: 334

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)OCC(COC(=O)C=C)OC(=O)C=C

Technology Process of Glycerol triacrylate

There total 2 articles about Glycerol triacrylate 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: 39.4%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + acryloyl chloride (814-68-6,25189-84-8) → glycerol triacrylate (5459-38-1)

Guidance literature:

glycerol; With triethylamine; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

acryloyl chloride; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c8cc00782a

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + acrylic acid (79-10-7) → glycerol triacrylate (5459-38-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h; Temperature; Reagent/catalyst;

Reference yield:

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + glycerol triacrylate (5459-38-1) → C13H18O6 + C14H22O6

Guidance literature:

at 50 ℃; for 12h;

upstream raw materials:

glycerol

acryloyl chloride

acrylic acid

Refernces

• 1、 Sinha, Jasmine,Podgórski, Maciej,Huang, Sijia,Bowman, Christopher N.. "Multifunctional monomers based on vinyl sulfonates and vinyl sulfonamides for crosslinking thiol-Michael polymerizations: Monomer reactivity and mechanical behavior". supporting information. p. 3034 - 3037. Retrieved 2018/03/28.
• 2、 -. "Organic phosphaphenanthrene derivatives, and preparation method and application thereof". Paragraph 0062; 0063; 0064; 0065. . Retrieved 2016/10/09.