Triallyl cyanurate

HCID 7555
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Basic information

CAS
101-37-1
Standard SMILES
C=CCOc1nc(OCC=C)nc(OCC=C)n1
InChIKey
BJELTSYBAHKXRW-UHFFFAOYSA-N
Molecular formula
C12H15N3O3
Average molar mass
249.27 g/mol
Monoisotopic mass
249.11134135

Names & identifiers

Preferred name
Triallyl cyanurate
IUPAC
2,4,6-tris(prop-2-enoxy)-1,3,5-triazine
English name
2,4,6-Triallyloxy-1,3,5-triazi
Molecular formula
C12H15N3O3
Molecular weight
249.27

Names & synonyms

Triallyl cyanurate101-37-1Triallyl cyanaurateActivator OC2,4,6-Tris(allyloxy)-1,3,5-triazinePerkalink 300Rhenofit TACCyanuric acid triallyl ester1,3,5-Triazine, 2,4,6-tris(2-propenyloxy)-Cyanuric acid, tri-2-propenyl esterRhenogran TAC/SRhenofit TAC/S
Show more names
TAC5-T- TACTAC-70FARIDA TACactivatorocrhenofittac
Sartomer SR 507s-Triazine, 2,4,6-tris(allyloxy)-DTXSID8037754PLC 50BCTAC-DL 70CDD3388O1DNSC-4804NSC-49121

Database identifiers

CAS
101-37-1
PubChem CID
7555
DTXSID
DTXSID8037754
ChEMBL
CHEMBL2145133
ChEBI
CHEBI:191000
UNII
CDD3388O1D
EC Number
202-936-7
Nikkaji
J39.663J

Properties

Computed structural properties

XLogP
2.8
Topological polar surface area
66.4 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
6
Rotatable bonds
9
Heavy atoms
18

Experimental & physicochemical properties

Physical Description · 2 items

Liquid; Large Crystals

Colorless liquid; mp = 26-27 deg C; [Sigma-Aldrich MSDS]

Collision Cross Section · 1 item

175.0 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8037754]；154.4 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID8037754]；154.2 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8037754]

Physicochemical properties

Melting point
26 · 26-28 °C
Boiling point
156 °C · 156 °C
Density
1.11 g/mL · 1.11 g/mL at 30 °C
vapor pressure
1.3 hPa · 1.3 hPa (100 °C)
refractive index
1.529 · 1.5290 (estimate)
Flash point
230 °F · >230 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H411 (100%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 261 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 4 items

Chemical: 1,3,5-Triazine, 2,4,6-tris(2-propenyloxy)-

1,3,5-Triazine, 2,4,6-tris(2-propen-1-yloxy)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3,5-Triazine, 2,4,6-tris(2-propen-1-yloxy)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 07-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15607

2,4,6-Tris(allyloxy)-1,3,5-triazine: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

Causes somnolence in inhalation lethal-concentration studies of rats and dermal lethal-dose studies of rabbits; Causes lachrymation, somnolence, and changes in the structure or function of salivary glands in oral lethal-dose studies of rats; Causes altered sleep time (including change in righting reflex), convulsions, and effects on other transferases in 28-day constant oral studies of rats; [RTECS] May cause irritation; Harmful by ingestion; [Sigma-Aldrich MSDS] See Sodium cyanurate.

History and IncidentsApril 12, 2004, the MFG Chemical Inc. unintended decomposition reaction, 154 hospitalized
Hazard Classes and Categories · 2 items

Acute Tox. 4 (100%)；Aquatic Chronic 2 (100%)

Acute toxicity (Oral) - Category 4；Specific target organ toxicity - Single exposure - Category 2 (central nervous system)；Specific target organ toxicity - Repeated exposure - Category 2 (central nervous system, liver)

Toxicology

Toxicity DataLC50 (rat) > 333 mg/m3/1hr

Regulatory information

Regulatory Information · 4 items

Chemical: 1,3,5-Triazine, 2,4,6-tris(2-propenyloxy)-

1,3,5-Triazine, 2,4,6-tris(2-propen-1-yloxy)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3,5-Triazine, 2,4,6-tris(2-propen-1-yloxy)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 07-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15607

2,4,6-Tris(allyloxy)-1,3,5-triazine: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F
21
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
XZ2080000
ridadr
UN 3077 9/PG 3

Chemistry & industry

Uses & manufacturing

UsesUsed for laboratory research; [Sigma-Aldrich MSDS]
U.S. Production2023: 250,000 - <400,000 lb；2022: 250,000 - <400,000 lb；2021: 250,000 - <400,000 lb；2020: 250,000 - <400,000 lb
Consumer UsesProcessing aids not otherwise specified
Industry UsesOther；Processing aids not otherwise specified
General Manufacturing Information · 2 items

Synthetic Rubber Manufacturing；Rubber Product Manufacturing；Plastics Material and Resin Manufacturing；Paint and Coating Manufacturing；All Other Chemical Product and Preparation Manufacturing

1,3,5-Triazine, 2,4,6-tris(2-propen-1-yloxy)-: ACTIVE

Applications · 1 item

UsesPolymers as monomer and modifier, organic intermediate. Triallyl Cyanurate is used preferentially as a cross-linking agent in copolymers. On heating it may polymerize violently and then isomerize to the more stable triallyl isocyanurate [1025-15-6] with the allyl groups attached to the nitrogen atoms. At 30 ℃ viscous solutions of prepolymers form slowly. Triallyl cyanurate is used for the production of heat- and solvent-resistant coatings and moldings, reinforced plastics, and adhesives. Addition of 5 – 10% triallyl cyanurate to polyester – styrene or methyl methacrylate yields cast sheets of improved mechanical and thermal stability. Short-term heating of triallyl cyanurate with polymers in the presence of peroxides at 180 ℃ gives cross-linking; valuable copolymers are thus obtained from poly(vinyl chloride) elastomers and fluoroelastomers. Ethylene polymers and copolymers also may be crosslinked under similar reaction conditions. High-impact plastics have been obtained by grafting butyl acrylate-triallyl cyanurate copolymer with a styrene – acrylonitrile mixture. Other examples of peroxide-initiated curing with triallyl cyanurate (2 – 5 %) at 150 – 160 ℃ are polyurethanes, nylons, cellulose, polyoxyethylene, vinyl-substituted polysiloxanes, and acrylate copolymers. Crosslinking of polycarbonate with triallyl cyanurate by UV irradiation in the presence of polythiols gives scratch-resistant coatings.

Upstream & downstream products

Upstream raw materials

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
江西益众化工有限公司15307925109 15350027073 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖北宥澄新材料科技有限公司17764017698 13163370568 · [email protected]

Additional notes

DefinitionChEBI: 2,4,6-triallyloxy-1,3,5-triazine is a member of 1,3,5-triazines and an aromatic ether.

Related reactions

5 records
New reaction record

Compound notes

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