368-66-1

Basic information

• Product Name: 2,4,6-Tris(trifluoromethyl)-1,3,5-triazine
• Synonyms: 2,4,6-tris(trifluoromethyl)-s-triazin;2,4,6-Tris(trifluoromethyl)-s-triazine;s-Triazine, 2,4,6-tris(trifluoromethyl)-;TTT;TRIS(TRIFLUOROMETHYL)-1,3,5-TRIAZINE;TRIS(TRIFLUOROMETHYL)-S-TRIAZINE;2,4,6-TRIS(TRIFLUOROMETHYL)-1,3,5-TRIAZINE;LABOTEST-BB LT00451669
• CAS NO: 368-66-1
• Molecular Formula: C₆F₉N₃
• Molecular Weight: 285.07
• EINECS: 206-709-3
• Product Categories: Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Triazines
• Mol File: 368-66-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: -24.7°C
• Boiling Point: 98.3-98.5 °C748 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless/Liquid
• Density: 1.596 g/mL at 25 °C
• Vapor Pressure: 9.87mmHg at 25°C
• Refractive Index: n20/D 1.313(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: -4.88±0.10(Predicted)
• Stability: Volatile
• BRN: 302339
• CAS DataBase Reference: 2,4,6-Tris(trifluoromethyl)-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Tris(trifluoromethyl)-1,3,5-triazine(368-66-1)
• EPA Substance Registry System: 2,4,6-Tris(trifluoromethyl)-1,3,5-triazine(368-66-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37-36/37/38
• Safety Statements: 26-36-36/37/39
• RIDADR: UN 2810 6.1/PG 2
• WGK Germany: 3
• RTECS: XZ2800000
• F: 1-10
• HazardClass: IRRITANT
• Hazardous Substances Data: 368-66-1(Hazardous Substances Data)

Usage

Description

2,4,6-Tris(trifluoromethyl)-1,3,5-triazine is an organic compound characterized by its clear, colorless liquid appearance. It is known for its unique chemical properties that make it suitable for various applications, particularly in the field of power storage systems.

Uses

Used in Power Storage Systems:
2,4,6-Tris(trifluoromethyl)-1,3,5-triazine is used as a secondary battery electrolyte for enhancing the performance and efficiency of power storage systems. Its chemical properties contribute to improved energy density, cycle life, and safety of the batteries, making it a valuable component in the development of advanced energy storage technologies.
Used in Chemical Industry:
In the chemical industry, 2,4,6-Tris(trifluoromethyl)-1,3,5-triazine is utilized as an intermediate for the synthesis of various compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structure and properties allow for the creation of a wide range of products with diverse applications.
Used in Research and Development:
Due to its unique chemical properties, 2,4,6-Tris(trifluoromethyl)-1,3,5-triazine is also employed in research and development for the exploration of new materials, chemical processes, and potential applications in various industries. Its versatility makes it a valuable compound for scientists and researchers working on innovative solutions to complex problems.

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 3527, 1950 DOI: 10.1021/ja01164a056

InChI:InChI=1/C6F9N3/c7-4(8,9)1-16-2(5(10,11)12)18-3(17-1)6(13,14)15

Upstream product

• 353-85-5 trifluoroacetonitrile 
• 6542-67-2 2,4,6-tris(trichloromethyl)-s-triazine 
• 4134-43-4 2,2,2-Trifluoroethyl Trifluoroacetimidate 
• 15562-09-1 fluorodinitroacetonitrile 
• 7647-01-0 hydrogenchloride 
• 7783-56-4 antimony(III) fluoride 
• 10025-91-9 antimony(III) chloride 
• 7782-50-5 chlorine 
• 3085-76-5 diisopropylcyanamide 
• 407-25-0 trifluoroacetic anhydride 
• 155184-23-9 (Z,Z)-2,5-diiodo-1,1,1,6,6,6-hexafluoro-3,4-diazahexa-2,4-diene 
• 815-28-1 perfluoro(dimethylethylamine) 

Downstream Products

• 383-63-1 ethyl trifluoroacetate, 
• 400-38-4 isopropyl Trifluoroacetate 
• 1002742-47-3 1-benzyl-4,6-bis(trifluoromethyl)-1H-pyrazolo[3,4-d]pyrimidine 
• 1162684-79-8 7-phenyl-2,4,6-tris(trifluoromethyl)hieno[3,2-d]pyrimidine 
• 1174652-30-2 7-tert-butyl-2,4-bis(trifluoromethyl)-7H-pyrrolo[2,3-b]pyrimidine-5-carbonitrile 
• 1207354-85-5 9-(4-methoxybenzyl)-2,6-bis(trifluoromethyl)-9H-purine 
• 1207354-91-3 2-phenyl-4,6-bis(trifluoromethyl)-1,2-dihydropyrazolo[3,4-d]pyrimidin-3-one 
• 1206879-41-5 C₁₉H₁₁F₆N₃ 
• 137144-41-3 benzyl 4-oxo-2,6-bis(trifluoromethyl)-1,4-dihydropyridine-3-carboxylate 
• 1340547-23-0 9-(2,6-dibromo-4-methylphenyl)-2,6-bis(trifluoromethyl)-9H-purine 
• 1340547-09-2 2,6-bis(trifluoromethyl)-9-((S)-1-phenylethyl)-9H-purine 
• 1340547-28-5 4-(2,6-bis(trifluoromethyl)-9H-purin-9-yl)-2,5-dimethylbenzenamine 
• 1340547-14-9 2,6-bis(trifluoromethyl)-9-(3-methoxyphenyl)-9H-purine 
• 1340547-02-5 9-cyclohexyl-2,6-bis(trifluoromethyl)-9H-purine 

Relevant articles and documents

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Formation of Urea, Isourea, and Triazine Derivatives from Diisopropylcyanamide with Trifluoroacetic Anhydride and Trifluoromethanesulfonic Anhydride: Thermal Instability of Urea and Isourea Derivatives

Diisopropylcyanamide reacts exothermically with trifluoroacetic anhydride to give 2, an equilibrium mixture, in C6D6 solution, of 1:1 adducts, N,N-diisopropyl-N', O-bis(trifluoroacetyl)isourea, 2a (10%), and N,N-diisopropyl-N',N'-bis(trifluoroacetyl)urea, 2c (90%), at 27°C. Compound 2c is a colorless solid, mp 49-51°C. Thermolysis of 2, at 117°C, shows first-order kinetics with the intital products being trifluoroacetonitrile, 4, and diisopropylcarbamic trifluoroacetic mixed anhydride, 3. Trifluoroacetonitrile trimerizes to 2,4,6-tris(trifluoromethyl)-1,3,5-triazine, and 3 is thermally labile giving diisopropyltrifluoroacetamide and CO2. In the thermolysis reaction 4 reacts with 2a to give a small amount of 4-(diisopropylamino)-4-(trifluoroacetoxy)-2,6-bis(trifluoromethyl)-4H-1,3,5- oxadiazine, 7. A related compound, 4,4-bis(diisopropylamino)-2,6-bis(trifluoromethyl)-4H-1,3,5-oxadiazine, 8, is formed from 7 and 2c going through a concentration maximum at 4000 s in the kinetic run. Compound 8 thermolytically dissociates to generate 4 and tetraisopropylurea. Compound 2 is a trifluoroacetylating agent with methanol giving methyl trifluoroacetate in 97% yield. Accompanying this reaction is a methanol displacement of diisopropylamine giving a 1.7% yield of methyl-N-(trifluoroacetyl)urethane. Diisopropylcyanamide also reacts exothermically with trifluoromethanesulfonic anhydride to give 2,4,6-tris(diisopropylamino)-l-(trifluoromethanesulfonyl)triazinium trifluoromethanesulfonate, 15, in 96% yield. X-ray crystallographic structure drawing of 15 shows N1 (attached to CF3SO2) is pyramidal while N2, N4, and N6 (all diisopropylamino nitrogens) are sp2-planar. A small amount of O-ethyl-N,N-diisopropyl-N'-(trifluoromethanesulfonyl)isourea was also recovered, produced by the reaction of the initially formed intermediate, N,N-diisopropyl-N',O-bis(trifluoromethanesulfonyl)isourea, with ethanol contaminant in absolute ethyl ether solvent. Treatment of 15 with methanol, in the presence of K2CO3, gave a 90% yield of 2,4,6-tris-(diisopropylamino)-1-(trifluoromethanesulfonyl)-4-methoxy-1,4- dihydrotriazine.

REACTION OF PERFLUOROTRIMETHYLAMINE WITH ANTIMONY PENTAFLUORIDE. SYNTHESIS AND X-RAY STRUCTURE OF A PERFLUORINATED HEXAHYDRO-TRIAZINEDIONE DERIVATIVE

Perfluorotrimethylamine and SbF5 at an elevated temperature slowly eliminate CF4 to form the cation (III). (III) is also obtained from the reaction of CF3NCF2 with SbF5 in nearly quantitative yield.The hexahydrotriazinedione (IV) has been obtained by hydrolysis of (III).The constitution and structure of (IV) are established by X-ray crystallography.