1668-53-7

Basic information

• Product Name: 3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1
• Synonyms: 4-[4,6-Bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1,3-Benzenediol;DBDT;4-(4,6-Bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl)benzene-1,3-diol;4-[4,6-Bis(2,4-diMethylphenyl)-5H-s-triazin-2-ylidene]-3-hydroxy-cyclohexa-2,5-dien-1-one;2-(2,4-Dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine;3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1;4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-3-benzenediol;1,3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-
• CAS NO: 1668-53-7
• Molecular Formula: C₂₅H₂₃N₃O₂
• Molecular Weight: 397.48
• Mol File: 1668-53-7.mol

Chemical Properties

• Melting Point: 203.0 to 207.0 °C
• Boiling Point: 659.094°C at 760 mmHg
• Flash Point: 352.408°C
• Appearance: /
• Density: 1.216g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.637
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Dimethylformamide
• PKA: 8.58±0.40(Predicted)
• CAS DataBase Reference: 3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1(1668-53-7)
• EPA Substance Registry System: 3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1(1668-53-7)

Safety Data

• Hazardous Substances Data: 1668-53-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1 is used as a building block in organic synthesis for the creation of more complex molecules. Its unique structure allows for versatile chemical reactions, making it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1 is used as a potential active pharmaceutical ingredient (API) due to its structural features. The presence of hydroxyl groups and the triazine ring may contribute to its biological activity, making it a candidate for the development of new drugs with various therapeutic applications.
Used in Materials Science:
3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1 is used in materials science for the development of new materials with specific properties. 3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1's ability to absorb UV light and its antioxidant potential make it suitable for applications in coatings, plastics, and other materials that require UV protection and enhanced stability.
Used in Antioxidant Applications:
3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1 is used as an antioxidant in various industries, including food, cosmetics, and pharmaceuticals. Its hydroxyl groups can scavenge free radicals, preventing oxidation and degradation of products, thus extending their shelf life and maintaining their quality.
Used in UV-Absorbing Applications:
In the field of UV-absorbing materials, 3-Benzenediol, 4-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-1 is used as a UV stabilizer to protect materials from the harmful effects of ultraviolet radiation. Its ability to absorb UV light can be utilized in the development of sunscreens, plastic additives, and coatings for various surfaces to prevent degradation and discoloration caused by sunlight exposure.

InChI:InChI=1/C25H23N3O2/c1-14-5-8-19(16(3)11-14)23-26-24(20-9-6-15(2)12-17(20)4)28-25(27-23)21-10-7-18(29)13-22(21)30/h5-13,29-30H,1-4H3

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 95-50-1 1,2-dichloro-benzene 
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• 126-33-0 sulfolane 
• 242143-64-2 4,6-Bis-(2,4-dimethylphenyl)-2-phenoxy-s-triazine 
• 1237-53-2 2-chloro-4,6-bis(2',4'-dimethylphenyl)-1,3,5-triazine 
• 25023-99-8 2,4-bis(2,4-dihydroxyphenyl)-6-(2,4-dimethylphenyl)-s-triazine 
• 108-38-3 m-xylene 

Downstream Products

• 200410-81-7 2,4-bis(2`,4`-dimethylphenyl)-6-[2``-hydroxy-4``-(1-(ethoxycarbonyl)ethoxy)phenyl]-1,3,5-triazine 
• 253141-28-5 C₃₂H₃₄N₄O₂ 
• 253141-32-1 C₆₅H₆₈N₈O₄ 
• 253141-35-4 C₆₅H₆₈N₈O₄ 
• 202412-46-2 C₂₉H₃₁N₃O₃ 
• 176843-44-0 2-[2,4-Dihydroxy-5-(1-methyl-1-phenylethyl)phenyl]-4,6-bis-(2,4-dimethylphenyl)-s-triazine 
• 176843-54-2 2-(5-Benzoyl-2,4-dihydroxyphenyl)-4,6-bis-(2,4-dimethylphenyl)-s-triazine 
• 176843-49-5 2-(2,4-Dihydroxy-5-propionylphenyl)-4,6-bis-(2,4-dimethylphenyl)-s-triazine 
• 101-05-3 anilazine 
• 131806-94-5 2,4-bis(2,4-dimethylphenyl)-6-[2-hydroxy-4-((1-octyloxy-2,2,6,6-tetramethylpiperidin-4-yloxy)carbonylmethoxy)-phenyl]-s-triazine 
• 131806-95-6 2,4-Bis(2,4-dimethylphenyl)-6-{2-hydroxy-4-[(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yloxy)carbonylmethoxy]phenyl}-s-triazine 

Relevant articles and documents

A PROCESS FOR THE PREPARATION OF UV ABSORBERS

The presently claimed invention relates to a novel, highly efficient and general process for the preparation of UV absorbers.

Method for preparing 2-(2,4-dihydroxyphenyl)-4,6-bisaryl-1,3,5-triazine

The invention provides a method for preparing 2-(2,4-dihydroxyphenyl)-4,6-bisaryl-1,3,5-triazine. In the existence of a tetrafluoroborate ionic liquid and HCl gas, cyanuric chloride and an aromatic hydrocarbon react to form a compound of a formula I; the compound of the formula I is reacted with resorcinol to form a compound of a formula II. The method avoids the use of aluminum trichloride, and achieves clean production and green chemical industry. A catalyst adopted in the method can be recycled and used for multiple times, thus effectively saving the cost.

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.

Method of recycling catalyst used in Friedel-Crafts process for producing aryl-s-triazine ultraviolet absorber

The invention discloses a method of recycling a catalyst used in Friedel-Crafts process for producing an aryl-s-triazine ultraviolet absorber. The method includes the following steps: 1) with chlorobenzene as a solvent, performing a Friedel-Crafts reaction to cyanuric chloride and aromatic hydrocarbon under a catalyst, AlCl3, to prepare a reaction solution which contains an intermediate of the aryl-s-triazine ultraviolet absorber; 2) adding a tetrachloroaluminate ionic liquid, as an extract agent, to the reaction solution so as to separate the intermediate of the aryl-s-triazine ultraviolet absorber from the AlCl3 or tetrachloroaluminate ions, and recycling the extracted and separated AlCl3 or tetrachloroaluminate ions as the catalyst or the extract agent for producing the aryl-s-triazineultraviolet absorber via the Friedel-Crafts process. In the method, the tetrachloroaluminate ionic liquid is used as the extract agent to separate the intermediate from the catalyst phase AlCl3, so that the catalyst, AlCl3, used in the Friedel-Crafts process can be recycled. The method eliminates waste water containing the AlCl3 without reduction on product yield, thus significantly improving clean production performance.

COUMESTAN-LIKE ANTIOXIDANTS AND UV ABSORBANTS

The present invention relates to derivatives of the 1H-pyrano[4,3-b]benzofuran-1-one structure and their nitrogen analogues which possess powerful antioxidant properties combined with a highly effective UV absorbing functionality in one molecule. These compounds are especially useful in cosmetical and dermatological formulations.

4-Formyl amino-n-methylpiperidine derivatives, the use thereof as stabilisers and organic material stabilised therewith

The present invention relates to 4-formylamino-N-methylpiperidine derivatives of the formula (I) where the variables are as defined in the Description, to a process for preparing these piperidine derivatives, to the use of these piperidine derivatives of the invention, or prepared according to the invention, for stabilizing organic material, in particular for stabilizing plastics or coating materials, and also to the use of these piperidine derivatives of the invention, or prepared according to the invention, as light stabilizers or stabilizers for wood surfaces. The present invention further relates to stabilized organic material which comprises these piperidine derivatives of the invention or prepared according to the invention.

Process for isolation of monophenolic-bisaryl triazines

This invention relates to a novel, efficient, economic and general-purpose process for isolating monophenolic-bisaryl triazine compounds from polyphenolic-triazines compounds and other impurities. More specifically, this invention relates to a process for isolating the monophenolic-bisaryl triazine compounds by contacting it with a base, an alcohol or a hydrocarbon solvent.

Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith

Hindered amines substituted on the N-atom with an hydroxy-substituted alkoxy moiety are particularly effective in stabilizing organic polymer compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not otherwise attainable.

Substituted 5-heteroaryl-2-(2-hydroxyphenyl)-2h-benzotriazole UV absorbers, a process for preparation thereof and compositions stabilized therewith

Compounds of formula I or II where R is a heteroaryl moiety, such as 3-pyridyl, or T is a heteroaryl moiety, such as thien-2,5-diyl, and E1and E2are independently hydrogen, alkyl, aralkyl and the like, are prepared by reaction of a benzotriazole substituted on the 5-position of the benzo ring by a halogen atom with a heteroarylboronic acid or ester in the presence of a transition-metal catalyst, such as palladium (II) diacetate. The benzotriazole compounds of formula I are particularly efficacious as stabilizers for automotive coatings and candle wax.

Process for making 2-hydroxy-4-alkoxyphenyl or 2,4-dihydroxyphenyl substituted 1,3,5-triazine UV absorbers

The invention provides new processes for preparing compositions containing at least one triazine compound, including new compounds for use in these processes to form the compositions and the new compositions that are formed.