TPTZ

Base Information

• Chemical Name: TPTZ
• CAS No.: 3682-35-7
• Deprecated CAS: 60681-69-8,1313184-30-3,1313184-30-3
• Molecular Formula: C18H12N6
• Molecular Weight: 312.333
• Hs Code.: 29336990
• European Community (EC) Number: 222-965-9
• NSC Number: 112125
• UNII: YG57D9P2VY
• DSSTox Substance ID: DTXSID7063132
• Nikkaji Number: J8.200G
• Wikidata: Q27294508
• ChEMBL ID: CHEMBL1450775
• Mol file: 3682-35-7.mol

Synonyms:s-Triazine,2,4,6-tri-2-pyridyl- (6CI,7CI,8CI);2,4,6-(2-Pyridyl)-s-triazine;2,4,6-Tri(2-pyridinyl)-1,3,5-triazine;2,4,6-Tri(2'-pyridyl)-s-triazine;2,4,6-Tri-2-pyridyl-1,3,5-triazine;2,4,6-Tri-2-pyridyl-s-triazine;2,4,6-Tri-a-pyridyl-1,3,5-triazine;2,4,6-Tripyridyl-1,3,5-triazine;2,4,6-Tripyridyl-s-triazine;2,4,6-Tris(2-pyridyl)-1,3,5-triazine;2,4,6-Tris(2-pyridyl)-s-triazine;2,4,6-Tris(2'-pyridyl)-1,3,5-triazine;NSC 112125;TPTZ;TPTZ (iron reagent);Tri(2-pyridinyl)-s-triazine;Tri-2-pyridyl-s-triazine;

Chemical Property of TPTZ

Chemical Property:

• Appearance/Colour: yellowish powder
• Vapor Pressure: 1.41E-14mmHg at 25°C
• Melting Point: 247-249 °C(lit.)
• Refractive Index: 1.644
• Boiling Point: 618.9 °C at 760 mmHg
• PKA: 1.14±0.19(Predicted)
• Flash Point: 288.2 °C
• PSA: 77.34000
• Density: 1.276 g/cm³
• LogP: 3.05760
• Storage Temp.: 2-8°C
• Solubility.: methanol: 100 mg/mL, clear
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 312.11234441
• Heavy Atom Count: 24
• Complexity: 323

Purity/Quality:

99%, ^*data from raw suppliers

2,4,6-Tri(pyridin-2-yl)-1,3,5-triazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Triazines
• Canonical SMILES: C1=CC=NC(=C1)C2=NC(=NC(=N2)C3=CC=CC=N3)C4=CC=CC=N4
• General Description: TPTZ (2,4,6-tris(2-pyridyl)-1,3,5-triazine) is a versatile tridentate ligand that forms stable complexes with transition metals, such as ruthenium, due to its three pyridyl groups and triazine core. It facilitates the synthesis of both mononuclear and mixed-valent dinuclear complexes, where its coordination behavior and electronic properties influence redox potentials and ligand activation processes. TPTZ-based complexes exhibit notable reactivity, including nitrile activation to form iminoester or amidine derivatives, and can stabilize unique structural features, such as water clusters in crystal lattices. The ligand's ability to modulate electronic and steric environments makes it valuable in coordination chemistry and catalytic applications.

Technology Process of TPTZ

There total 7 articles about TPTZ which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-Cyanopyridine (100-70-9,1232006-36-8) → 2,4,6-tris(2-pyridyl)-1,3,5-triazine (3682-35-7)

Guidance literature:

With ammonia; lanthanum(lll) triflate; at 200 ℃; for 24h; in a stainless steel pressure vessel;

Reference yield: 75.0%

2-Cyanopyridine (100-70-9,1232006-36-8) + 3-Aminomethylpyridine (3731-52-0) → 2,4-bis(2-pyridyl)-5-(3-pyridyl)imidazole (1198018-55-1) + N-(3-(3-pyridyl)imidazo[1,5-a]pyridine)picolinamidine (1198018-58-4) + 2,4,6-tris(2-pyridyl)-1,3,5-triazine (3682-35-7)

Guidance literature:

2-Cyanopyridine; 3-Aminomethylpyridine; at 100 ℃; for 12h;

With potassium hydroxide; In water; for 12h;

DOI:10.1016/j.tetlet.2009.09.002

Reference yield: 73.0%

2-Cyanopyridine (100-70-9,1232006-36-8) + 2-(Aminomethyl)pyridine (3731-51-9) → 2,2',2''-(1H-imidazole-2,4,5-triyl)tripyridine (23974-92-7) + N-(3-(2-pyridyl)imidazo[1,5-a]pyridine)picolinamidine (1198018-57-3) + 2,4,6-tris(2-pyridyl)-1,3,5-triazine (3682-35-7)

Guidance literature:

2-Cyanopyridine; 2-(Aminomethyl)pyridine; at 100 ℃; for 12h;

With potassium hydroxide; In water; for 12h;

DOI:10.1016/j.tetlet.2009.09.002

upstream raw materials:

2-Cyanopyridine

pyridine-2-carbaldehyde

2-(Aminomethyl)pyridine

3-Aminomethylpyridine

Downstream raw materials:

cis-bis(4-trifluoromethyl2,3,5,6-tetrafluorophenyl)(2,4,6-tris(2-pyridyl)-1,3,5-triazine)platinum(II)

cis-bis(4-trifluoromethyl2,3,5,6-tetrafluorophenyl)(2,4,6-tris(2-pyridyl)-1,3,5-triazine)palladium(II)

[Cu(bis(2-pyridylcarbonyl)amide)(2-chlorobenzoate)(H₂O)]

[Cu(bis(2-pyridylcarbonyl)amide)(3-chlorobenzoate)]

Refernces

2,4,6-Tris(2-pyridyl)-1,3,5-triazine (tptz)-derived [Ru^II(tptz) (acac)(CH₃CN)]⁺ and mixed-valent [(acac) ₂Ru^III{(μ-tptz-H⁺)^-}Ru ^II(acac)(CH₃CN)]⁺

10.1021/ic0514288

The study investigates the synthesis, crystal structures, and properties of mononuclear and mixed-valent dinuclear ruthenium complexes derived from 2,4,6-tris(2-pyridyl)-1,3,5-triazine (tptz). The mononuclear complex [RuII(tptz)(acac)(CH3CN)]ClO4 ([1]ClO4) and the mixed-valent dinuclear complex [(acac)2RuIII{(μ-tptz-H+)-}RuII(acac)(CH3CN)]ClO4 ([5]ClO4) were synthesized by reacting RuII(acac)2(CH3CN)2 with tptz in different molar ratios. The coordinated nitrile function in these complexes was activated in the presence of ethanol and alkylamine, leading to the formation of iminoester and amidine derivatives. The crystal structure analysis of [2]ClO4 revealed the formation of an eight-membered water cluster with a chair conformation. The redox potentials of the RuII state in these complexes varied systematically depending on the electronic nature of the coordinated sixth ligands. The mixed-valent RuIIRuIII species exhibited high comproportionation constant values but did not show expected intervalence charge-transfer transitions in the near-IR region. The study provides insights into the metalation aspects of tptz with the Ru precursor unit and the activation processes of the coordinated nitrile function in these complexes.