898-22-6

Basic information

• Product Name: TRIETHYL 1 3 5-TRIAZINE-2 4 6-TRICARBOX&
• Synonyms: TRIETHYL 1 3 5-TRIAZINE-2 4 6-TRICARBOX&;s-triazine-2,4,6-tricarboxylic acid triethyl ester;Triethyl 1,3,5-triazine-2,4,6-tricarboxylate 97%
• CAS NO: 898-22-6
• Molecular Formula: C₁₂H₁₅N₃O₆
• Molecular Weight: 297.266
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Triazines
• Mol File: 898-22-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 170-174 °C(lit.)
• Boiling Point: 451.1 °C at 760 mmHg
• Flash Point: 226.6 °C
• Appearance: /
• Density: 1.279 g/cm³
• Vapor Pressure: 2.5E-08mmHg at 25°C
• Refractive Index: 1.512
• PKA: -3.35±0.10(Predicted)
• CAS DataBase Reference: TRIETHYL 1 3 5-TRIAZINE-2 4 6-TRICARBOX&(CAS DataBase Reference)
• NIST Chemistry Reference: TRIETHYL 1 3 5-TRIAZINE-2 4 6-TRICARBOX&(898-22-6)
• EPA Substance Registry System: TRIETHYL 1 3 5-TRIAZINE-2 4 6-TRICARBOX&(898-22-6)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 898-22-6(Hazardous Substances Data)

Usage

General Description

Triethyl 1,3,5-triazine-2,4,6-tricarboxylate, also known as ethylaminotriazole, is a chemical compound used as a corrosion inhibitor in industrial and agricultural applications. It is a triazine derivative with three carboxyl groups and three ethyl groups attached to the nitrogen atoms. TRIETHYL 1 3 5-TRIAZINE-2 4 6-TRICARBOX& is known for its ability to protect metal surfaces from corrosion by forming a protective layer. It is commonly used in cooling water systems, oilfield applications, and as a biocide in paper manufacturing. Additionally, it can also be used in the synthesis of pharmaceuticals and polymer stabilizers.

InChI:InChI=1/C12H15N3O6/c1-4-19-10(16)7-13-8(11(17)20-5-2)15-9(14-7)12(18)21-6-3/h4-6H2,1-3H3

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 124292-87-1 ethyl 1-imino-2-isopropyloxy acetate 
• 108-94-1 cyclohexanone 
• 120-92-3 cyclopentanone 
• 7647-01-0 hydrogenchloride 
• 623-49-4 ethyl cyanoformate 
• 75-05-8 acetonitrile 
• 545-06-2 trichloroacetonitrile 
• 67-64-1 acetone 
• 100-52-7 benzaldehyde 
• 816-27-3 ethyl 2-ethoxy-2-iminoacetate 
• 116-16-5 1,1,1,3,3,3-hexachloro-propan-2-one 
• 4474-17-3 Cyanformylchlorid 

Downstream Products

• 117663-61-3 diethyl 5,6,7,8-tetrahydroquinazoline-2,4-dicarboxylate 
• 117663-65-7 (2S,7R)-2-Pyrrolidin-1-yl-1,9,12-triaza-tricyclo[6.2.2.0^2,7]dodeca-9,11-diene-8,10,11-tricarboxylic acid triethyl ester 
• 117682-25-4 diethyl 6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidine-2,4-dicarboxylate 
• 4329-75-3 N,N'-bis(isonicotinoyl)hydrazine 
• 1453-82-3 isonicotinamide 
• 91173-79-4 1-isonicotinoylethoxycarbonylformamidrazone 
• 91173-78-3 3,5-diethoxycarbonyl-1,2,4-triazole 
• 91173-79-4 isonicotinoylhydrazide of monoethyloxalate imide 
• 132523-04-7 Tris(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) 1,3,5-triazine-2,4,6-tricarboxylate 
• 1162684-77-6 6-methylthieno[2,3-d]pyrimidine-2,4-dicarboxylate diethyl ester 
• 1162684-76-5 6-phenylthieno[2,3-d]pyrimidine-2,4-dicarboxylate diethyl ester 
• 1162684-74-3 5,6-dimethylthieno[2,3-d]pyrimidine-2,4-dicarboxylate diethyl ester 
• 1162684-67-4 5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine-2,4-dicarboxylate diethyl ester 
• 30863-34-4 2,4,6-tris(methoxycarbonyl)-1,3,5-triazine 

Relevant articles and documents

Formation of cocrystals between alkali triazine tricarboxylates and cyanuric acid - Reactivity considerations and structural characterization of the adduct phases M3[C3N3(CO2) 3][C3N3O3H3] ·H2O (M = K, Rb)

The reactivity of cyanuric acid towards alkali triazinetricarboxylates was investigated and the first triazine-triazine adduct phases comprising alkali metal ions were synthesized and characterized by single-crystal X-ray diffraction and thermal analysis. An investigation of the reaction between the alkali triazine tricarboxylates M3[C3N3(CO 2)3]·xH2O (M = Li, Na, K, Rb, Cs) and cyanuric acid showed that the degree of ion transfer from triazine tricarboxylate to cyanuric acid increases gradually from the lithium to the cesium salt reflecting an increasing basicity of the triazine tricarboxylates.The reaction of potassium and rubidium triazine tricarboxylate dihydrate with cyanuric yielded the novel co-crystalsK3[C 3N3(CO2)3][C3N 3O3H3]·H2O (3a) and Rb 3[C3N3(CO2)3][C 3N3O3H3]·H2O (3b). In comparison to metal free triazine-triazine adduct phases in these compounds the assembly of molecules in the crystal is mainly determined by Coulomb interactions and only to a certain degree by hydrogen bonds and dispersive interactions. In the crystal the s-triazine units exhibit a layered structure with triazine tricarboxylate and isocyanuric acid being arranged in zigzag strands within the layers and stacked in columns perpendicular to the layers. Thermal analysis revealed a quite weak cohesion between triazine tricarboxylate and cyanuric acid upon heating. Copyright

Exploring the route to 1,3,5-triazine-2,4,6-triisocyanate (C 6N6O3), a hydrogen-free molecular precursor for polymeric C-N-(O) materials

We report on the synthesis of 1,3,5-triazine-2,4,6-triisocyanate [C 3N3(NCO)3]. The hydrogen-free compound, a new molecular precursor for the realisation of C-N-(O) networks (e.g., C 2N2O, C3N4), has been obtained in a five-step reaction sequence with well-defined intermediates. Starting from cyanoformiate, triethyl 1,3,5-triazine-2,4,6-tricarboxylate (C 12O6N3H15) was prepared and identified by means of spectroscopic and thermal methods. In addition, the crystal structures of two modifications were solved [high temperature (HT): P63/m (no. 176), a = 11.07(2) A, c = 6.83(4) A, γ = 120°, V = 725.80(2) A3, Z = 2; low temperature (LT): P21/n (no. 14), a = 21.75(2) A, b = 6.54(5) A, c = 21.81(0) A, β = 119.81(0)°, V = 2693.98(6) A3, Z = 8]. Hydrolysis of the ester under alkaline conditions (KOH) yielded the corresponding salt of 1,3,5-triazine-2,4,6-tricarboxylic acid, C 3N3(COO)3K3·2H2O [P1 (no. 2), a = 6.95(0) A, b = 17.45(8) A, c = 17.54(1) A, α = 119.76(0)°, β = 92.04(0)°, γ = 93.92(0) °A; V = 1837.63(0) A3, Z = 6]. The dried salt was converted into 1,3,5-triazine-2,4,6-tricarbonyl trichloride [C3N 3(COCl)3] by reaction with POCl3. The trichloride was also studied by means of single-crystal structure analysis [P21/c (no. 14), a = 9.73(6) A, b = 11.21(1) A, c = 17.03(1) A, β = 91.91(1)°, V = 1857.87(23) A3, Z = 8]. Further reaction of the molecular acid chloride with AgN3 gave the acyl azide, which was converted in situ into the product 1,3,5-triazine-2,4,6-triisocyanate by means of a thermally induced Curtius rearrangement. The final product was studied by thermal and spectroscopic methods. Owing to the high chemical reactivity of the isocyanate groups, oligomerisation/polymerisation of the molecular compound occurred immediately at room temperature, thus forming amorphous uretdione-type coordination compounds. The uretdione-based network has been converted into the corresponding molecular carbamates (R-NH-CO-OR) by reaction with ethanol [P63/m (no. 176), a = 14.873(12) A, c = 6.605(7) A, γ = 120°, Z = 2, V = 1265(2) A3] and 2-propanol [P43 (no. 78), a = 13.526(8) A, c = 12.956(2) A, Z = 4, V = 2370.5(3) A3]. The potential of this new precursor in the field of carbon nitrides as well as carbon oxynitrides is discussed briefly.

Preparation of 5-amino-6-oxo-1,6-dihydro[1,2,4]triazine-3-carboxylic acid derivatives and synthesis of compound libraries thereof

Treatment of [1,3,5]triazine-2,4,6-tricarboxylic acid triethyl ester (4) with arylhydrazines provided 5-amino-6-oxo-1,6-dihydro[1,2,4]triazine-3- carboxylic acid ethyl esters 5a-g in moderate to good yields. Hydrolysis under basic conditions gave the corresponding free carboxylic acids 6a-d. Despite the relatively high number of heteroatoms present the amido as-triazine compounds 6a-d showed good solubility in phosphate buffer as determined by a lyophilization solubility assay. Building block 5a served as starting point for the syntheses of two discrete exocyclic 5-amido and 3-amido compound libraries 7 and 8, respectively.