2,4,6-Trimethyl-1,3,5-Triazine: Properties & Lab Use FAQ
2,4,6-Trimethyl-1,3,5-Triazine: Properties & Lab Use FAQ
2,4,6-Trimethyl-1,3,5-triazine is a symmetric, nitrogen-rich heterocyclic aromatic compound widely used as a building block in organic synthesis, coordination chemistry, and materials science research.
- CAS Number
- 1004-36-0
- Molecular Formula
- C₆H₉N₃
- Molecular Weight
- 123.16 g/mol
- Appearance
- Colorless to pale yellow liquid or low-melting solid
- SKU
- T1529555
- Core Structure
- Symmetric 1,3,5-triazine ring with three methyl substituents at positions 2, 4, and 6
What Is 2,4,6-Trimethyl-1,3,5-Triazine?
2,4,6-Trimethyl-1,3,5-triazine (CAS 1004-36-0, SKU T1529555) is a fully symmetric triazine derivative in which all three reactive positions of the 1,3,5-triazine ring are occupied by methyl groups. The compound belongs to the s-triazine family of electron-deficient aromatic heterocycles. Its high degree of molecular symmetry, combined with the electron-withdrawing nature of the triazine ring, makes it a versatile platform for further chemical elaboration.
The molecular formula is C₆H₉N₃ with a molecular weight of 123.16 g/mol. The three ring nitrogen atoms confer Lewis-basic character, enabling coordination to metal centers, while the methyl groups provide handles for functionalization via radical, oxidative, or deprotonation pathways.
Physical and Chemical Properties
2,4,6-Trimethyl-1,3,5-triazine is typically encountered as a colorless to pale yellow liquid or low-melting crystalline solid at ambient temperature. Key physical properties include its relatively low molecular weight (123.16 g/mol) and the aromatic stabilization provided by the triazine ring system, which contributes to its thermal stability compared with non-aromatic analogues.
The compound is soluble in common organic solvents such as dichloromethane, acetonitrile, ethyl acetate, tetrahydrofuran, and dimethylformamide. Its electron-deficient ring makes it susceptible to nucleophilic attack at the ring carbons under forcing conditions, a property exploited in ring-opening and cyclocondensation reactions. The methyl groups can be selectively oxidized or halogenated, providing pathways to hydroxymethyl, carboxaldehyde, or halomethyl triazine derivatives.
Research Applications
The compound serves multiple roles in research and applied chemistry:
- Organic synthesis building block: The symmetric triazine scaffold is a starting material for the preparation of unsymmetric 1,3,5-triazines, which are important in agrochemicals, pharmaceuticals, and functional materials.
- Coordination chemistry: The three nitrogen atoms of the triazine ring can act as ligands for transition metals, and 2,4,6-trimethyl-1,3,5-triazine has been studied as a ligand precursor in metal-organic frameworks and supramolecular assemblies.
- Materials science: Triazine-based polymers and covalent triazine frameworks (CTFs) are of interest for gas adsorption, catalysis, and energy storage; methyltriazines serve as model compounds and monomers in such studies.
- Analytical reference standard: The compound's well-defined structure and commercial availability make it useful as an internal standard or reference in spectroscopic and chromatographic method development.
Safe Handling, Storage, and Regulatory Considerations
As with all chemical reagents, appropriate safety precautions should be observed when working with 2,4,6-trimethyl-1,3,5-triazine. Users should consult the current Safety Data Sheet (SDS) provided by Aladdin Scientific before use. General precautions for this class of compound include:
- Handle in a well-ventilated fume hood to avoid inhalation of vapors.
- Use appropriate personal protective equipment (PPE): lab coat, chemical-resistant gloves, and safety goggles.
- Store in a tightly sealed container, away from heat sources, oxidizers, and strong acids or bases, in a cool, dry location consistent with supplier recommendations.
- Dispose of waste in accordance with local institutional and governmental regulations for organic solvent and nitrogen-heterocycle waste streams.
Note: Always refer to the current product SDS for authoritative hazard, handling, and disposal information specific to this lot and grade.
Ordering and Availability
2,4,6-Trimethyl-1,3,5-triazine is available from Aladdin Scientific under SKU T1529555. Researchers and procurement teams can request pricing, quantity options, and current stock availability through the Aladdin Scientific website or by contacting customer service directly. Custom pack sizes or bulk quantities may be available upon request; please inquire with the sales team for details.
For questions regarding purity specifications, certificate of analysis (CoA), or technical data, contact Aladdin Scientific technical support. All products are subject to Aladdin's standard terms regarding payment, shipping, and returns as described in the relevant policy sections of the website.
Frequently asked questions
What is the CAS number for 2,4,6-Trimethyl-1,3,5-triazine?
The CAS registry number for 2,4,6-Trimethyl-1,3,5-triazine is 1004-36-0. It is available from Aladdin Scientific under SKU T1529555.
What solvents are suitable for dissolving 2,4,6-Trimethyl-1,3,5-triazine?
2,4,6-Trimethyl-1,3,5-triazine is soluble in common polar aprotic and chlorinated organic solvents, including dichloromethane, acetonitrile, tetrahydrofuran, ethyl acetate, and dimethylformamide. Solubility in water is limited due to the hydrophobic methyl substituents. Users should verify solubility under their specific experimental conditions.
How should 2,4,6-Trimethyl-1,3,5-triazine be stored?
The compound should be stored in a tightly sealed container in a cool, dry, and well-ventilated location, away from heat, ignition sources, strong oxidizers, and strong acids or bases. Always consult the current Safety Data Sheet (SDS) from Aladdin Scientific for lot-specific storage requirements.
What are the main research applications of 2,4,6-Trimethyl-1,3,5-triazine?
This compound is primarily used as a synthetic building block for the preparation of functionalized triazine derivatives, as a ligand precursor in coordination and supramolecular chemistry, and as a model compound or monomer in the development of covalent triazine frameworks (CTFs) for materials science applications. It may also serve as an analytical reference standard.
What is the molecular weight and molecular formula of 2,4,6-Trimethyl-1,3,5-triazine?
2,4,6-Trimethyl-1,3,5-triazine has the molecular formula C₆H₉N₃ and a molecular weight of 123.16 g/mol.
Can 2,4,6-Trimethyl-1,3,5-triazine coordinate to metal centers?
Yes. The three nitrogen atoms of the 1,3,5-triazine ring possess lone pairs that can coordinate to transition metal ions, making 2,4,6-trimethyl-1,3,5-triazine a useful ligand precursor in coordination chemistry and metal-organic framework research. The methyl groups influence the steric and electronic environment around the metal center.
References
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. General reference for s-triazine heterocyclic chemistry.
- Comprehensive Heterocyclic Chemistry series. Elsevier. Reference for 1,3,5-triazine chemistry, properties, and applications.
- Aladdin Scientific. Product page and Safety Data Sheet for 2,4,6-Trimethyl-1,3,5-triazine, SKU T1529555.
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