Triallyl isocyanurate

Base Information

• Chemical Name: Triallyl isocyanurate
• CAS No.: 1025-15-6
• Deprecated CAS: 123339-46-8,196519-94-5,109521-50-8,1086264-29-0,1086264-29-0,109521-50-8,196519-94-5
• Molecular Formula: C12H15N3O3
• Molecular Weight: 249.269
• Hs Code.: 2933.69 DERIVATION
• European Community (EC) Number: 213-834-7
• NSC Number: 11692
• UN Number: 3077
• UNII: P48OBJ1G11
• DSSTox Substance ID: DTXSID0026175
• Nikkaji Number: J1.235A
• Wikidata: Q27286126
• ChEMBL ID: CHEMBL1327450
• Mol file: 1025-15-6.mol

Synonyms:1,3,5-triallyl isocyanurate;triallyl isocyanurate

Chemical Property of Triallyl isocyanurate

Chemical Property:

• Appearance/Colour: colourless viscous liquid or white powder
• Vapor Pressure: 0.000445mmHg at 25°C
• Melting Point: 23.5 - 25oC
• Refractive Index: 1.519
• Boiling Point: 315.2 °C at 760 mmHg
• PKA: -2.33±0.20(Predicted)
• Flash Point: 153.4 °C
• PSA: 66.00000
• Density: 1.15 g/cm³
• LogP: -0.27030
• Storage Temp.: 2-8°C
• Solubility.: 3.7g/l
• Water Solubility.: > 1 g/L (20 ºC)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 249.11134135
• Heavy Atom Count: 18
• Complexity: 331
• Transport DOT Label: Class 9

Purity/Quality:

98% ^*data from raw suppliers

1,3,5-Triallyl-1,3,5-triazinane-2,4,6-trione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: C=CCN1C(=O)N(C(=O)N(C1=O)CC=C)CC=C
• Uses: crosslinking accelerator agent for peroxide The Progress in Development of Dental Restorative Materials

Technology Process of Triallyl isocyanurate

There total 22 articles about Triallyl isocyanurate 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: 98.6%

cyanuric acid (108-80-5,27026-93-3,27941-25-9) + allyl alcohol (107-18-6) → triallyl isocyanurate (1025-15-6)

Guidance literature:

With triphenylphosphine; In 5,5-dimethyl-1,3-cyclohexadiene; at 95 ℃; for 22h; Reagent/catalyst; Inert atmosphere;

Reference yield: 98.0%

allylisocyanate (1476-23-9) → triallyl isocyanurate (1025-15-6)

Guidance literature:

With 1,3-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene; at 20 ℃; for 1h;

DOI:10.1021/ol048211m

Reference yield: 93.2%

allyl bromide (106-95-6) + isocyanuric acid (108-80-5) → triallyl isocyanurate (1025-15-6)

Guidance literature:

isocyanuric acid; With tetrabutylammomium bromide; triethylamine; copper(l) chloride; In 1,2-dichloro-ethane; at 80 ℃; Large scale;

allyl bromide; In 1,2-dichloro-ethane; at 80 ℃; for 6.5h; Temperature; Large scale;

upstream raw materials:

potassium cyanate

3-chloroprop-1-ene

acetonitrile

cyanuric acid

Downstream raw materials:

allylisocyanate

1,3-diallyl-5-glycidyl isocyanurate

1,3,5-tris(β,γ-dibromopropyl)-2,4,6-trioxo-1,3,5-triazine

C₁₈H₃₅N₃O₉Si₂

Refernces

• 1、 Dekamin, Mohammad G.,Varmira, Kambiz,Farahmand, Mehdi,Sagheb-Asl, Solmaz,Karimi, Zahra. "Organocatalytic, rapid and facile cyclotrimerization of isocyanates using tetrabutylammonium phthalimide-N-oxyl and tetraethylammonium 2-(carbamoyl)benzoate under solvent-free conditions". . p. 226 - 230. Retrieved 2010.
• 2、 -. "Preparation process of triallyl isocyanurate (by machine translation)". Paragraph 0010; 0013-0030. . Retrieved 2020/07/02.
• 3、 Bahili, Mohammed A.,Stokes, Emily C.,Amesbury, Robert C.,Ould, Darren M. C.,Christo, Bashar,Horne, Rhian J.,Kariuki, Benson M.,Stewart, Jack A.,Taylor, Rebekah L.,Williams, P. Andrew,Jones, Matthew D.,Harris, Kenneth D. M.,Ward, Benjamin D.. "Aluminium-catalysed isocyanate trimerization, enhanced by exploiting a dynamic coordination sphere". supporting information. p. 7679 - 7682. Retrieved 2019/07/08.