5745-51-7

Usage

Uses

Used in Plasticizer Industry:
2,4,6-Trimethylbenzoic anhydride is used as a plasticizer for the production of flexible polyvinyl chloride (PVC) materials. It enhances the flexibility and workability of PVC, making it suitable for various applications such as films, sheets, and cables.
Used in Coating Industry:
2,4,6-Trimethylbenzoic anhydride is used as a crosslinking agent in the production of coatings. It helps to improve the durability, chemical resistance, and mechanical properties of the coatings, making them suitable for various applications such as automotive, industrial, and architectural coatings.
Used in Epoxy Resin Industry:
2,4,6-Trimethylbenzoic anhydride is used as a curing agent for epoxy resins. It reacts with the epoxy groups to form a three-dimensional network, resulting in a highly crosslinked and thermosetting polymer with excellent mechanical, thermal, and chemical properties.
Used in Pharmaceutical Industry:
2,4,6-Trimethylbenzoic anhydride is used as a key intermediate in the synthesis of various pharmaceuticals. It can be converted into a wide range of organic compounds, which can be further used as active pharmaceutical ingredients or as intermediates in the synthesis of other drugs.
Used in Organic Synthesis:
2,4,6-Trimethylbenzoic anhydride is used as a versatile intermediate in the synthesis of various organic compounds. It can be converted into a wide range of derivatives, such as esters, amides, and imides, which can be used in various applications, including agrochemicals, dyes, and specialty chemicals.
Safety Precautions:
2,4,6-Trimethylbenzoic anhydride is known for its potential as a sensitizing agent and can cause skin and respiratory irritation in high concentrations. Therefore, proper safety precautions should be taken when handling this chemical, including wearing protective clothing, gloves, and eye protection, as well as ensuring proper ventilation in the workplace.

Upstream product

• 110-86-1 pyridine 
• 151-50-8 potassium cyanide 
• 938-18-1 mesitylene-2-carboxylic acid chloride 
• 108881-54-5 (carbonic acid ethyl ester)-(2,4,6-trimethyl-benzoic acid )-anhydride 
• 20434-88-2 3,5-dimesityl-1,2,4-oxadiazole-4-oxide 
• 4028-63-1 iodomesitylene 
• 201230-82-2 carbon monoxide 
• 67-56-1 methanol 
• 65037-34-5 bis[(mesitylcarbonyl)oxy](phenyl)-λ³-iodane 
• 111384-92-0 [carbonic acid-(1-methyl-heptyl ester)]-(2,4,6-trimethyl-benzoic acid )-anhydride 
• 2904-57-6 mesitylenecarbonitrile oxide 
• 480-63-7 mesitylenecarboxylic acid 
• 501-53-1 benzyl chloroformate 
• 78605-38-6 Diphenyl 2-oxo-3-oxazolinylphosphonate 

Downstream Products

• 5623-45-0 dimesityl ketone 
• 121811-05-0 2,4,6-Trimethyl-benzoic acid 2-sulfamoyl-benzothiazol-6-yl ester 
• 4170-90-5 2,4,6-trimethylbenzyl alcohol 
• 480-63-7 mesitylenecarboxylic acid 
• 60045-27-4 3-phenylpropionic acid 3-phenylpropyl ester 
• 858491-23-3 2,4,6-trimethyl-benzoic acid-(2,6-dichloro-phenyl ester) 

Relevant academic research and scientific papers

Light-enabled synthesis of anhydrides and amides

Recently, we have demonstrated that the photogeneration of Vilsmeier-Haack reagents is possible using only dimethylformamide (DMF) and tetrabromomethane (CBr4) in the bromination of alcohols. Extending these findings to carboxylic acid substrates has produced a mild and facile approach to the in situ formation of symmetric anhydrides, which were conveniently converted to amide derivatives in a one-pot process. The efficient protocols discussed herein are marked by use of UVA LEDs (365 nm), which have reduced the reaction times and come with a low setup cost.

Carboxylic acid anhydrides via Pd-catalyzed carbonylation of aryl halides at atmospheric CO pressure

A convenient method has been developed, which allows for the direct transformation of aryl iodides into the corresponding carboxylic acid anhydrides via Pd-catalyzed carbonylation under atmospheric CO pressure. The Royal Society of Chemistry 2012.

A Cheap, Simple and Efficient Method for the Preparation of Symmetrical Carboxylic Acid Anhydrides

A manipulatively simple and facile one-pot procedure for the synthesis of symmetrical anhydride is reported. Treatment of carboxylic acids with tosyl chloride in K2CO3 media under solvent free conditions gives the corresponding anhydrides in good to excellent yields in a short reaction time via carboxylic sulfonic anhydride as the key intermediate.

Reactivity of diacyloxyiodobenzenes toward trivalent phosphorus nucleophiles

The reaction of diacyloxyiodobenzenes and tetravalent phosphorus nucleophiles was investigated. It was established that both H-phosphonates and secondary phosphine oxides react with diacetoxyiodobenzene in alcohols in the presence of sodium alcoholates yi

A thermal fragmentation of 1,2,4-oxadiazole-4-oxides to nitriles and nitrosocarbonyls

1,2,4-Oxadiazole-4-oxides undergo clean thermal cleavage in refluxing chlorobenzene or xylene to nitriles and nitrosocarbonyl intermediates, which are either trapped with suitable olefins to afford ene adducts or dimerize and rearrange to anhydrides. (C) 2000 Elsevier Science Ltd.

The mild oxidation of nitrile oxides affords a convenient entry to nitrosocarbonyl intermediates, versatile tools in organic syntheses

Nitrile oxides are oxidized by tertiary amine N-oxides in different solvents at room temperature to afford in the presence of dienes nitrosocarbonyl adducts in fair yields. The mild conditions used in oxidizing a variety of nitrile oxides promise a wide application of this method in synthetic processes.

PREPARATION D'ANHYDRIDES A PARTIR D'ACIDES CARBOXYLIQUES ET DE TETRACYANOETHYLENE

Symmetrical anhydrides are easily obtained at 20-80 deg C, with good yields, by action of tetracyanoethylene on organic carboxylic acids in benzene solutions containing a heteroaromatic nitrogen base or another base.

A Simple and Mild Esterification Method for Carboxylic Acids Using Mixed Carboxylic-Carbonic Anhydrides

A simple and mild esterification method using mixed carboxylic-carbonic anhydrides has been developed.Simple aliphatic carboxylic esters are prepared in high yields by the reaction of acids with equimolar amounts of chloroformates (2,2,2-trichloroethyl chloroformate is an exception) and triethylamine in the presence of a catalytic amount of 4-(dimethylamino)pyridine.Although aromatic acids give a mixture of the ester, the acid anhydride, and the carbonate under normal conditions utilized in this study, it is found that increasing the amount of 4-(dimethylamino)pyridine drastically decreases the formation of the acid anhydride and the carbonate, affording a satisfactory yield of the ester.This method reaches a limit with sterically hindered acids and the formation of the acid anhydride and the carbonate is favored.

A NEW CONVENIENT METHOD FOR THE ESTERIFICATION OF CARBOXYLIC ACIDS

Reaction of carboxylic acids with equimolar amounts of alkyl chloroformate and triethylamine in the presence of a catalytic amount of 4-dimethylaminopyridine affords the corresponding esters in high yields without the formation of the symmetrical anhydride in most carboxylic acids.

ACTIVATION OF CARBOXYL GROUPS BY DIPHENYL 2-OXO-3-OXAZOLINYLPHOSPHONATE. FACILE PREPARATION OF VERSATILE REAGENTS, 3-ACYL-2-OXAZOLONES

Synthetic utility of the 2-oxazolone moiety as an excellent new leaving group is described.Based on such a function of the heterocycles, diphenyl 2-oxo-3-oxazolinylphosphonate has been newly introduced as a carboxyl-activating reagent which permits a facile direct preparation of 3-acyl-2-oxazolones and amides including peptides from a wide variety of carboxylic acids.The 3-acyl-2-oxazolides also serve as versatile reactive agents for highly chemoselective acyl-transfer to the nucleophilic species such as amines, alcohols and thiols, providing convenient and high-yield routes to amides, esters and thiol esters under mild conditions.They are also useful intermediates for ketones and alcohols.