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309001

Sigma-Aldrich

1,3,5-Tris(2-hydroxyethyl)isocyanurate

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H15N3O6
CAS Number:
839-90-7
Molecular Weight:
261.23
EC Number:
212-660-9
MDL number:
MFCD00003549
UNSPSC Code:
12162002
PubChem Substance ID:
24858705
NACRES:
NA.23

Quality Level

100

Assay

97%

mp

136-140 °C (lit.)

SMILES string

OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O

InChI

1S/C9H15N3O6/c13-4-1-10-7(16)11(2-5-14)9(18)12(3-6-15)8(10)17/h13-15H,1-6H2

InChI key

BPXVHIRIPLPOPT-UHFFFAOYSA-N

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General description

1,3,5-Tris(2-hydroxyethyl)isocyanurate (THEIC) is a triazine derivative with three nitrogen atoms in its structure. It can be used as a stabilizer and can be a useful material in applications that require flame-retardancy and water durability.

Application

THEIC can be used to functionalize graphene magnetic nanoparticles to form a catalyst that facilitates the synthesis of benzimidazole compounds. It may also be used in the synthesis of hyperbranched epoxy resin by UV-initiated thiolene click reaction, which finds potential application in the fabrication of insulating materials.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

465.8 °F - open cup

Flash Point(C)

241 °C - open cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Highly efficient preparation of hyperbranched epoxy resins by UV-initiated thiol-ene click reaction
Zhang D, et al.
Progress in Organic Coatings, 101(14), 178-185 (2016)
1, 3, 5-Tris (2-hydroxyethyl) isocyanurate functionalized graphene oxide: a novel and efficient nanocatalyst for the one-pot synthesis of 3, 4-dihydropyrimidin-2 (1 H)-ones
Dekamin MG, et al.
New. J. Chem., 41(14), 6893-6901 (2017)
Effects of intumescent flame retardant system consisting of tris (2-hydroxyethyl) isocyanurate and ammonium polyphosphate on the flame retardant properties of high-density polyethylene composites
Khanal S, et al.
Composites Part A: Applied Science and Manufacturing, 112, 444-451 (2018)
Rocío Redón et al.
ISRN organic chemistry, 2012, 906839-906839 (2012-01-01)
Amphiphiles with a dendritic structure are attractive materials as they combine the features of dendrimers with the self-assembling properties and interfacial behavior of water-air affinities. We have synthesized three generations of polyester dendrimers and studied their interfacial properties on the

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