3112-46-7

Basic information

• Product Name: MESITYLGLYOXYLIC ACID
• Synonyms: MESITYLGLYOXYLIC ACID;LABOTEST-BB LT00847875;2,4,6-Trimethylbenzoylformic acid
• CAS NO: 3112-46-7
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21
• Mol File: 3112-46-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 123-124°C
• Boiling Point: 339.9°Cat760mmHg
• Flash Point: 173.5°C
• Appearance: /
• Density: 1.169g/cm³
• Vapor Pressure: 3.47E-05mmHg at 25°C
• Refractive Index: 1.549
• PKA: 2.23±0.54(Predicted)
• BRN: 2693334
• CAS DataBase Reference: MESITYLGLYOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: MESITYLGLYOXYLIC ACID(3112-46-7)
• EPA Substance Registry System: MESITYLGLYOXYLIC ACID(3112-46-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36
• Hazardous Substances Data: 3112-46-7(Hazardous Substances Data)

Usage

General Description

Mesitylglyoxylic acid is an organic compound with the chemical formula C6H8O3. It is a white crystalline powder with a melting point of 116-120°C. Mesitylglyoxylic acid is a derivative of mesityl oxide and it is used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It has also been studied for its potential use as a chelating agent in metal ion recognition and extraction. Additionally, it has been investigated for its antimicrobial and antiviral properties and its potential as a building block for polymer materials. Overall, mesitylglyoxylic acid has a range of potential applications in the fields of chemistry, materials science, and pharmaceuticals.

InChI:InChI=1/C11H12O3/c1-6-4-7(2)9(8(3)5-6)10(12)11(13)14/h4-5H,1-3H3,(H,13,14)

Upstream product

• 1667-01-2 2,4,6-Trimethylacetophenone 
• 19909-65-0 dimesityl-butanetetraone 
• 1352131-41-9 5-hydroxy-5-(2,4,6-trimethylphenyl)-N,N'-diphenylimidazolidine-2,4-dione 
• 576-83-0 2,4,6-trimethylphenyl bromide 
• 6488-59-1 diphenylparabanic acid 
• 2633-66-1 2-mesitylmagnesium bromide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 873377-42-5 2-hydroxy-1.1-diphenyl-3-(2.4.6-trimethyl-phenyl)-propen-⁽¹⁾-one-⁽³⁾ 
• 854658-26-7 5-bromo-6-mesityl-6-oxo-hexanoic acid 
• 5524-57-2 ethyl 2-(2,4,6-trimethylphenyl)-2-oxoacetate 
• 553-90-2 Dimethyl oxalate 
• 37167-44-5 4-[(2,4,6-trimethyl-phenyl)-oxo-thioacetyl]-morpholine 

Downstream Products

• 124-38-9 carbon dioxide 
• 2571-52-0 cyanomesitylene 
• 1236046-52-8 mesityl(2-(pyridin-2-yl)phenyl)methanone 
• 861927-65-3 allyl 2-mesityl-2-oxoacetate 
• 954-16-5 2,4,6-Trimethylbenzophenon 
• 1352786-46-9 4-phenyl-1-(2,4,6-trimethylphenyl)but-3-yne-1,2-dione 
• 1352786-71-0 C₂₄H₂₆N₂O₃ 
• 1352786-66-3 3-phenyl-5-[(2,4,6-trimethylphenyl)carbonyl]-1H-pyrazole 
• 157255-47-5 C₁₁H₁₁ClO₂ 
• 1533429-32-1 2-mesityl-3-[(trimethylsilyl)ethynyl]quinoxaline 
• 1146-84-5 2,4,6,4'-tetramethylbenzophenone 
• 5779-72-6 2,4,5-trimethylbenzaldehyde 

Relevant articles and documents

Selective photoredox decarboxylation of α-ketoacids to allylic ketones and 1,4-dicarbonyl compounds dependent on cobaloxime catalysis

A photoredox/cobaloxime co-catalyzed coupling reaction of α-ketoacids and methacrylates to obtain allylic ketones is described. Without the cobaloxime catalyst, 1,4-dicarbonyl compounds are generated. The cobaloxime catalyst enables dehydrogenation to generate the formation of new olefins. The generality, good substrate scope and mild conditions are good features in the photoredox/cobaloxime catalysis protocol, and this method will provide new opportunities for the functionalization of more olefins.

Palladium-catalyzed ortho-acylation of N-Nitrosoanilines with α-oxocarboxylic acids: A convenient method to synthesize N-Nitroso ketones and indazoles

An efficient and mild protocol for regioselective synthesis of N-Nitroso aryl ketones by palladium-catalyzed direct acylation of arenes using N-Nitroso as directing groups is described. This reaction proceeded smoothly and could tolerate a variety of functional groups. Moreover, this chemistry offers a convenient access to a range of indazoles.

Diphenylparabanic acid as a synthon for the synthesis of α-diketones and α-ketocarboxylic acids

Diphenylparabanic acid was found to react with >2 equiv of organolithiums at -78 °C to effectively give the corresponding symmetrical α-diketones. However, upon treatment with 1 equiv of organolithium, the parabanic acid gave mainly 5-substituted 5-hydroxyimidazolidine-2,4-diones. On the other hand, Grignard reagents were less reactive toward the parabanic acid at low temperature, and selectively gave the corresponding 5- hydroxyimidazolidine-2,4-diones even if more than 1 equiv of the reagents was used. A tandem process in which the parabanic acid was first reacted with a Grignard reagent and then reacted in one-pot with an organolithium effectively gave the unsymmetrical α-diketone. 5-Substituted 5-hydroxyimidazolidine-2, 4-diones were useful as versatile precursors for preparing α- ketocarboxylic acids as well as unsymmetrical α-diketones.