2-Chloro-4,6-diphenyl-1,3,5-triazine
[CAS# 3842-55-5]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrazines
• Name: 2-Chloro-4,6-diphenyl-1,3,5-triazine
• Molecular Formula: C₁₅H₁₀ClN₃
• Molecular Weight: 267.71
• CAS Registry Number: 3842-55-5
• EC Number: 805-579-0
• SMILES: C1=CC=C(C=C1)C2=NC(=NC(=N2)Cl)C3=CC=CC=C3

Properties

• Solubility: 7.633 mg/L (25 ºC water)
• Density: 1.3±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.623, Calc.^*
• Melting point: 171.21 ºC
• Boiling Point: 485.1±28.0 ºC (760 mmHg), Calc.^*, 417.98 ºC
• Flash Point: 279.2±9.6 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

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

Discovory and Applicatios

2-Chloro-4,6-diphenyl-1,3,5-triazine is a chemical compound notable for its applications in organic synthesis and material science. This triazine derivative, featuring a chlorinated triazine core with two phenyl groups, has garnered attention due to its unique chemical properties and versatile applications.

The discovery of 2-chloro-4,6-diphenyl-1,3,5-triazine is linked to the broader exploration of triazine derivatives and their utility in various chemical reactions. The triazine ring system, with its three nitrogen atoms and alternating double bonds, provides a stable and reactive framework that is valuable in synthetic chemistry. The introduction of the chloro and diphenyl groups into the triazine ring enhances its reactivity and opens up new possibilities for chemical transformations.

The synthesis of 2-chloro-4,6-diphenyl-1,3,5-triazine typically involves the chlorination of a 4,6-diphenyl-1,3,5-triazine precursor. This process is usually carried out using chlorinating agents such as phosphorus trichloride or thionyl chloride. The reaction conditions, including solvent choice and temperature, are optimized to ensure high yield and purity of the chlorinated product. After chlorination, the compound is purified through recrystallization or chromatography, and its structure is confirmed using techniques such as nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, and mass spectrometry.

2-Chloro-4,6-diphenyl-1,3,5-triazine is primarily used in organic synthesis, where it serves as a key intermediate in the preparation of various compounds. One of its notable applications is in the synthesis of agrochemicals and pharmaceuticals. The compound's ability to undergo further reactions, such as nucleophilic substitutions and cross-coupling reactions, makes it a valuable building block for constructing complex molecular structures.

In the field of material science, 2-chloro-4,6-diphenyl-1,3,5-triazine is used to develop advanced materials with specific properties. Its reactivity allows it to participate in polymerization reactions, leading to the formation of triazine-based polymers. These polymers can exhibit desirable characteristics such as thermal stability and chemical resistance, making them suitable for various applications, including coatings, adhesives, and electronic materials.

Additionally, the compound has applications in the development of functionalized triazine derivatives, which can be used as ligands in coordination chemistry. The triazine ring can coordinate with metal centers, forming complexes that are useful in catalytic processes. The versatility of 2-chloro-4,6-diphenyl-1,3,5-triazine in forming these complexes underscores its importance in the design of new catalytic systems and materials.

Despite its advantages, working with 2-chloro-4,6-diphenyl-1,3,5-triazine requires attention to safety and environmental considerations. The chlorine atom in the compound can pose hazards, and appropriate precautions must be taken during synthesis and handling. Research continues to focus on optimizing the use of this compound and exploring new applications, particularly in the areas of sustainable chemistry and advanced materials.

Future developments may involve the exploration of novel derivatives of 2-chloro-4,6-diphenyl-1,3,5-triazine with modified functional groups to enhance its performance in specific applications. The ongoing study of this compound promises to yield new insights and innovations in organic synthesis and material science.