2571-53-1

Usage

Uses

Used in Organic Synthesis:
2,3,5,6-Tetramethylbenzonitrile is used as a reagent in organic synthesis for its ability to initiate and facilitate various chemical reactions, contributing to the formation of desired products in the synthesis of complex organic molecules.
Used in Polymerization:
In the Polymer Industry, 2,3,5,6-tetramethylbenzonitrile is used as a radical initiator for the polymerization of monomers such as acrylates and methacrylates. Its role in this process is crucial for the formation of polymers with specific properties tailored to various applications.
Used as a Stabilizer:
2,3,5,6-Tetramethylbenzonitrile serves as a stabilizer in some polymer systems, enhancing their stability and performance over time, which is essential for maintaining the integrity and functionality of the polymers in their intended applications.
Used as a Fire Retardant Additive:
In the Plastics and Polymers Industry, 2,3,5,6-tetramethylbenzonitrile is used as an effective fire retardant additive. Its incorporation into polymer systems improves their fire resistance, making them safer for use in environments where fire hazards are a concern.
Safety Considerations:
It is important to handle 2,3,5,6-tetramethylbenzonitrile with caution due to its toxic nature and potential to cause irritation to the skin, eyes, and respiratory tract. Proper safety measures should be implemented during its use to minimize health risks.

Upstream product

• 99858-56-7 2,3,5,6-tetramethyl-benzoic acid amide 
• 107-21-1 ethylene glycol 
• 4885-02-3 Dichloromethyl methyl ether 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 2604-45-7 2,3,5,6-tetramethylbenzoic acid 
• 1646-53-3 bromodurene 
• 2619-37-6 2,3,5,6-tetramethylbenzene-1,4-dicarbonitrile 

Downstream Products

• 408510-31-6 2,3,5,6-tetramethylphenyl-phenylmethanimine 
• 854208-70-1 4'-methoxy-2,3,5,6-tetramethyl-benzophenone-imine 
• 854208-72-3 2'-methoxy-2,3,5,6-tetramethyl-benzophenone-imine 
• 66715-12-6 4,6,7-trimethyl-5-nitro-3H-isobenzofuran-1-one 
• 66715-08-0 2,3,5,6-tetramethyl-4-nitrobenzonitrile 
• 118561-67-4 trans-2-cyano-3,4,6,6-tetramethyl-4,5-dinitrocyclohex-2-enone 
• 118561-67-4 cis-2-cyano-3,4,6,6-tetramethyl-4,5-dinitrocyclohex-2-enone 
• 156746-66-6 diduryldiazomethane 
• 156746-68-8 Didurylcarben 

Relevant academic research and scientific papers

Facile one-pot transformation of arenes into aromatic nitriles under metal-cyanide-free conditions

Electron-rich arenes bearing methyl or methoxy groups on the aromatic ring were treated with dichloromethyl methyl ether and ZnBr2, and then with molecular iodine and aq. ammonia to give the corresponding aromatic nitriles in good yields. Using this method, febuxostat was efficiently prepared from 4-bromophenol in four steps. The method can be used for the preparation of aromatic nitriles from arenes in one pot under metal-cyanide-free conditions. Various electron-rich arenes could be effectively converted into the corresponding aromatic nitriles in good yields, by treatment with ZnBr2 and dichloromethyl methyl ether, followed by reaction with molecular iodine and aq. ammonia.

Oxidation of Aromatic Compounds. V. Oxidation of Substituted Benzonitriles and 2,4,6-Triaryl-1,3,5-Triazines in System HSO3F-PbO2

Low-temperature oxidation of substituted benzonitriles by the system HSO3F-PbO2 proceeds with intermediate formation of cation-radicals and leads to substitution of hydrogen atoms of the methyl group or benzene ring. This reaction provides a route for preparation of chloromethylsubstituted benzonitriles, diarylmethanes, diaryls, arylfluorosulfonates and substituted benzamides with cyano groups. In the case of methyl derivatives of 2,4,6-triphenyl-1,3,5-triazine substitution of the first and then the second hydrogen atom of the same methyl group transforms it into hydroxy or chloromethyl group, or into the aldehyde function.

PHOTOCHEMICAL AMINATION OF TETRACYANOBENZENE WITH ACETONITRILE IN THE PRESENCE OF ALIPHATIC AMINE

Irradiation of dicyanoxylenes and dicyanodurene in acetonitrile in the presence of triethylamine gave mainly substitution and reduction products respectively, whereas a photochemical reaction of 1,2,4,5-tetracyanobenzene in the presence of N-methylpyrrolidine or nicotine gave tricyanoaniline, an amination product, as well as substitution products.

RADICAL-CATIONS OF METHYL-SUBSTITUTED BENZONITRILES

The chemical oxidation of a series of methylated derivatives of benzonitrile in fluorosulfonic acid containing lead oxide leads to the formation of paramagnetic particles characterized by preferential localization of the unpaired electron at the C2, C3, C5, and C6 ring atoms.A computational analysis within the scope of the unrestricted Hartree-Fock method in the INDO approximation indicates that the structure of the obtained particles is described best by structures corresponding to the addition of a proton at the unshared electron pair of the nitrogen atom inthe nitrile fragment of the radical-cations.