1973-05-3

Basic information

• Product Name: N,N',N''-triphenyl-1,3,5-triazine-2,4,6-triamine
• Synonyms: N,N',N''-triphenyl-1,3,5-triazine-2,4,6-triamine;2,4,6-Trianilino-1,3,5-triazine;N,N',N''-Triphenyl-s-triazine-2,4,6-triamine;triphenyl melamine
• CAS NO: 1973-05-3
• Molecular Formula: C₂₁H₁₈N₆
• Molecular Weight: 354.40782
• EINECS: 217-822-2
• Mol File: 1973-05-3.mol

Chemical Properties

• Melting Point: 190 °C(Solv: ethanol (64-17-5))
• Boiling Point: 580.8±33.0 °C(Predicted)
• Appearance: /
• Density: 1.326±0.06 g/cm3(Predicted)
• PKA: 3.65±0.10(Predicted)
• CAS DataBase Reference: N,N',N''-triphenyl-1,3,5-triazine-2,4,6-triamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N',N''-triphenyl-1,3,5-triazine-2,4,6-triamine(1973-05-3)
• EPA Substance Registry System: N,N',N''-triphenyl-1,3,5-triazine-2,4,6-triamine(1973-05-3)

Safety Data

• Hazardous Substances Data: 1973-05-3(Hazardous Substances Data)

Usage

Uses

Used in Plastics Industry:
N,N',N''-triphenyl-1,3,5-triazine-2,4,6-triamine is used as a component in the production of plastics for its ability to enhance the properties of the material, such as strength and durability.
Used in Adhesives Industry:
In the adhesives industry, N,N',N''-triphenyl-1,3,5-triazine-2,4,6-triamine is used as a component to improve the bonding strength and performance of adhesives.
Used in Flame Retardants Industry:
N,N',N''-triphenyl-1,3,5-triazine-2,4,6-triamine is used as a flame retardant in various products to reduce the risk of fire and improve safety.
Used in Synthetic Resins and Coatings Industry:
Melamine is used in the manufacturing of synthetic resins and coatings, where it contributes to the durability and performance of the final product.
Used in Fertilizers Industry:
Due to its high nitrogen content, N,N',N''-triphenyl-1,3,5-triazine-2,4,6-triamine is used as an ingredient in fertilizers to promote plant growth and development.
Used in Animal Feed Industry:
Melamine is used as a protein supplement in animal feed to enhance the nutritional value and support the growth of livestock.
However, it is important to note that melamine has been associated with health risks, including kidney damage and even death in both humans and animals when present in large quantities. This has led to widespread concern and regulatory measures in the food and product safety industries.

Upstream product

• 109-99-9 tetrahydrofuran 
• 675-14-9 trifluoro-[1,3,5]triazine 
• 62-53-3 aniline 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 108-78-1 2,4,6-triamino-s-triazine 
• 142-04-1 aniline hydrochloride 
• 5759-58-0 2,4,6-tris(methylthio)-1,3,5-triazine 
• 60-35-5 acetamide 
• 103-72-0 phenyl isothiocyanate 
• 767-17-9 4,6-diamino-1H-[1,3,5]triazine-2-thione 
• 123564-74-9 N-phenyl-imidazole-1-carboxamidine 

Downstream Products

• 62-53-3 aniline 
• 108-80-5 isocyanuric acid 

Relevant articles and documents

Optoelectronic and charge transport properties of D-n-A type 1,3,5-triazine derivatives: A combined experimental and DFT study

The synthesis of five D-n-A type star-shaped octupolar molecules is presented in the current work. The exploration of the potential applicability of molecules under study in organic optoelectronics as electron or hole transporting materials is carried out by DFT methods. All the molecules have a 1,3,5-triazine core, which acts as an electron acceptor (A). Phenyl ring and pyridine ring act as electron donors (D) in AZ and PZ series of molecules respectively. The donor and acceptor core are connected by -NH bridge (n). The crystal structure of a molecule in the PZ series is elucidated. Thermogravimetric studies are carried out to confirm the thermal stability of molecules. The frontier molecular orbitals of molecules are characterized with the help of cyclic voltammetry. With the assistance of DFT methodologies, the whole research presented in this work focuses on the electronic excitations, reorganization energies, electron affinity, ionization potential and features of frontier molecular orbitals of molecules. The investigation of the variation of optoelectronic properties of molecules with changing patterns of nucleophilic substitution on 1,3,5-triazine core and presence of a hetero (nitrogen) atom in the donor part of the molecule is also accomplished.

Dissociation exists in s-triazine based donor-accepter organic systems by photo-induced electron transfer

In the organic donor-acceptor system, the dissociation of the chloride anion in the s-triazine group as the acceptor was first investigated under irradiation. Introducing the electron-deficient chromophore as acceptor 2 to the donor-acceptor module allows the photo-induced electron transfer from the s-triazine module, making the dissociation less in the donor-acceptor1-acceptor2 architecture, which has been proven to be a good strategy to increase light-stability.

Synthesis, characterization and determination of HOMO-LUMO of the substituted 1,3,5-triazine molecule for the applications of organic electronics

The most important parameter of organic molecules for energy harvesting application focuses mainly on their band gap (HOMO-LUMO). In this report, we synthesized differently substituted 1,3,5-triazine based organic molecule which on future processing can be used in organic electronics like solar cells and OLED's. The energy gap of the synthesized novel analogue was calculated using cyclic voltammetry, UV-Visible spectroscopy and compared with density functional theory (DFT) studies.

Synthesis, Spectra, and Theoretical Investigations of 1,3,5-Triazines Compounds as Ultraviolet Rays Absorber Based on Time-Dependent Density Functional Calculations and three-Dimensional Quantitative Structure-Property Relationship

A series of 1,3,5-triazines were synthesized and their UV absorption properties were tested. The computational chemistry methods were used to construct quantitative structure-property relationship (QSPR), which was used to computer aided design of new 1,3,5-triazines ultraviolet rays absorber compounds. The experimental UV absorption data are in good agreement with those predicted data using the Time-dependent density functional theory (TD-DFT) [B3LYP/6–311 + G(d,p)]. A suitable forecasting model (R > 0.8, P 0.0001) was revealed. Predictive three-dimensional quantitative structure-property relationship (3D-QSPR) model was established using multifit molecular alignment rule of Sybyl program, which conclusion is consistent with the TD-DFT calculation. The exceptional photostability mechanism of such ultraviolet rays absorber compounds was studied and confirmed as principally banked upon their ability to undergo excited-state deactivation via an ultrafast excited-state proton transfer (ESIPT). The intramolecular hydrogen bond (IMHB) of 1,3,5-triazines compounds is the basis for the excited state proton transfer, which was explored by IR spectroscopy, UV spectra, structural and energetic aspects of different conformers and frontier molecular orbitals analysis.

An efficient, "green" approach to aryl amination of cyanuric chloride using acetic acid as solvent

(Chemical Equation Presented) Acetic acid is an inexpensive and environmentally friendly solvent for facile, clean and high-yielding aryl amination of cyanuric chloride with aromatic amines, including nitroanilines. Aryl animation in acetic acid medium and isolation protocol are greatly simplified as compared to previously reported procedures. Under proper conditions, it is possible to attach the same or different aniline residues in a controlled way to obtain in excellent yields symmetrical and unsymmetrical 1,3,5-triazine derivatives, respectively.

Synthesis and cytotoxic activity of trisubstituted-1,3,5-triazines

1,3,5-Triazine derivatives were screened for phototoxicity as well as the cytotoxic activities against leukemia and adenocarcinoma derived cell lines in comparison to the normal human keratinocytes. A simple and environmentally friendly procedure has been developed for the synthesis of 1,3,5-triazine derivatives under microwave irradiation in the presence of a HY zeolite. The catalyst can be recovered and reused. Thus, the procedure provides a simple and green synthetic methodology under environmentally friendly conditions. Structure-activity relationships between the chemical structures and antimycobacterial and photosynthesis-inhibiting activity of the evaluated compounds are also discussed.

2,4,6-TRIAMINO-1,3,5-TRIAZINE DERIVATIVE

This invention relates to an anti-dementia agent which uses a BEC 1 potassium channel inhibitor as the active ingredient. It was proved that the BEC 1 potassium channel inhibitor has an action to improve learning disorder and is useful as a preventive or therapeutic agent for diseases, preferably dementia, in which the BEC 1 potassium channel is considered to be concerned. Illustratively, it was confirmed by an in vivo test that the BEC 1 potassium channel inhibitor has an action to improve learning disorder. Also, it was found that a compound having 2,4,6-triamino-1,3,5-triazine has a BEC 1 potassium channel inhibitory action.

Microwave assisted synthesis of 2,4,6-triarylamino-1,3,5-triazines as potential UV absorbent

2,4,6-Triarylamino-1,3,5-triazines was synthesized in a few minutes by reaction of cyanuric chloride with aromatic amines under microwave irradiation. This method is featured with rapid reaction, convenient operation, high yield, and clean. UV-absorption was tested for each compound.

Direct synthesis of guanidines using di(imidazole-1-yl)methanimine

A direct synthetic approach to guanidine compounds is reported here using di(imidazole-1-yl)methanimine and di(imidazole-1-yl)cyanomethanimine as guanylating reagents.