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114235

Sigma-Aldrich

1,3,5-Triallyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione

98%

Synonym(s):

1,3,5-Tri-2-propen-1-yl-1,3,5-triazine-2,4,6(1H ,3H ,5H )-trione, 1,3,5-Triallyl-1,3,5-triazinane-2,4,6-trione, 1,3,5-Triallylisocyanurate, 1,3,5-Triallylisocyanuric acid, 1,3,5-Tris-2′-propenylisocyanuric acid, Triallyl isocyanurate

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About This Item

Empirical Formula (Hill Notation):
C12H15N3O3
CAS Number:
Molecular Weight:
249.27
Beilstein:
225482
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

98%

contains

500 ppm tert-butylhydroquinone as inhibitor

refractive index

n20/D 1.513 (lit.)

bp

149-152 °C/4 mmHg (lit.)

density

1.159 g/mL at 25 °C (lit.)

SMILES string

C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O

InChI

1S/C12H15N3O3/c1-4-7-13-10(16)14(8-5-2)12(18)15(9-6-3)11(13)17/h4-6H,1-3,7-9H2

InChI key

KOMNUTZXSVSERR-UHFFFAOYSA-N

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General description

1,3,5-Triallyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, also known as triallyl isocyanurate (TAIC), is a versatile monomer widely employed in polymer synthesis as a crosslinking agent or co-monomer. It is commonly used as a key component in various applications, including rubber and plastic industries, coatings, adhesives, elastomers, and in the development of dental restorative materials.

Application

1,3,5-Triallyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione can be used as:
  • A crosslinking agent or additive in the synthesis of polylactic acid /flax composite materials to enhance their properties and performance under gamma irradiation.
  • A monomer in the synthesis of flexible ionogels with good mechanical properties via in situ thiol-ene photopolymerization with trimethylolpropane tris(3-mercaptopropionate). These ionogels further find applications in electrochemical capacitors.
  • A monomer in the fabrication of the shape memory polymer substrates.
The Progress in Development of Dental Restorative Materials

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - STOT RE 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

319.1 °F - closed cup

Flash Point(C)

159.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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