2,4,6-Tri(2-pyridyl)-1,3,5-triazine
[CAS# 3682-35-7]

Identification

• Classification: Analytical chemistry >> Standard >> Spectrometric standard
• Name: 2,4,6-Tri(2-pyridyl)-1,3,5-triazine
• Synonyms: 2,4,6-Tripyridyl-S-triazine
• Molecular Formula: C₁₈H₁₂N₆
• Molecular Weight: 312.33
• CAS Registry Number: 3682-35-7
• EC Number: 222-965-9
• SMILES: C1=CC=NC(=C1)C2=NC(=NC(=N2)C3=CC=CC=N3)C4=CC=CC=N4

Properties

• Density: 1.276
• Melting point: 248-251 ºC

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H332
Specific target organ toxicity - single exposure	STOT SE	3	H336

Discovory and Applicatios

2,4,6-Tris(2-pyridyl)-1,3,5-triazine, commonly known as TPTZ, is a heterocyclic compound with important applications in analytical chemistry. Its chemical formula is C18H12N6 and features a triazine ring substituted with three pyridyl groups. This unique structure imparts unique properties that make TPTZ a valuable reagent in various scientific fields, especially for iron detection and complexation studies.

The discovery of TPTZ dates back to the mid-20th century, when researchers were exploring new chelating agents. The synthesis of TPTZ was part of an effort to develop reagents that could selectively bind metal ions, especially transition metals. Its ability to form highly stable complexes with iron ions quickly made it a staple in analytical chemistry.

One of the main applications of TPTZ is the colorimetric determination of iron. When TPTZ forms a complex with Fe(II) ions, it produces a very intense blue color that can be quantitatively measured using spectrophotometry. This reaction is the basis of the widely used Ferric Reducing Power of Plasma (FRAP) assay. The FRAP assay measures the antioxidant capacity of plasma by assessing its ability to reduce Fe(III)-TPTZ complexes to Fe(II)-TPTZ, providing insight into the antioxidant status of biological samples. This application is particularly important in clinical biochemistry and nutrition research, where oxidative stress and antioxidant capacity are key areas of research.

In addition to its use in iron detection, TPTZ is used in the synthesis and characterization of metal complexes. Its strong binding affinity for transition metals makes it an ideal ligand for studying coordination chemistry and catalysis. Researchers have used TPTZ to synthesize novel metal complexes that have potential applications in materials science, catalysis, and pharmaceuticals. These complexes often exhibit unique electronic, magnetic, and catalytic properties that aid in advances in these fields.

TPTZ is also used in environmental chemistry for the analysis of water and soil samples. Its ability to detect trace amounts of iron and other transition metals aids in monitoring environmental pollution and assessing the quality of natural resources. Accurately measuring metal concentrations is critical to ensuring environmental safety and regulatory compliance.

In addition to analytical applications, TPTZ is also used in organic synthesis. Its triazine ring provides a versatile scaffold for building more complex molecules, and its pyridyl group provides a reactive site for further functionalization. This versatility makes TPTZ a valuable building block for the development of new chemical entities for pharmaceuticals and agrochemicals.

Handling and storage of TPTZ require standard laboratory precautions. The compound should be stored in a cool, dry place away from light and moisture to maintain its stability. When preparing solutions, appropriate safety measures such as the use of gloves, goggles, and adequate ventilation should be followed to avoid exposure and ensure safe handling.