34966-53-5

Basic information

• Product Name: methyl 4-methylphenylglyoxylate
• Synonyms: methyl 4-methylphenylglyoxylate
• CAS NO: 34966-53-5
• Molecular Weight: 178.188
• Mol File: 34966-53-5.mol
• Article Data: 53

Chemical Properties

• CAS DataBase Reference: methyl 4-methylphenylglyoxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-methylphenylglyoxylate(34966-53-5)
• EPA Substance Registry System: methyl 4-methylphenylglyoxylate(34966-53-5)

Safety Data

• Hazardous Substances Data: 34966-53-5(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 23786-13-2 methyl p-tolylacetate 
• 5781-53-3 monomethyl oxalyl chloride 
• 108-88-3 toluene 
• 13305-13-0 methyl (+/-)-α-hydroxy-α-(4-methylphenyl)acetate 
• 73764-13-3 methyl (4-methylphenyl)diazoacetate 
• 622-47-9 4-tolylacetic acid 
• 67-56-1 methanol 
• 1075-47-4 4-methylphenylglyoxal 
• 122-00-9 para-methylacetophenone 
• 4023-79-4 1-(4-methylphenyl)butan-1,3-dione 
• 3240-34-4 [bis(acetoxy)iodo]benzene 

Downstream Products

• 33131-25-8 3-Methyl-2-p-tolyl-but-2-enoic acid methyl ester 
• 7163-50-0 (4-methylphenyl)(oxo)acetic acid 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 951160-45-5 methyl {4-[(acetyloxy)methyl]phenyl}(oxo)acetate 
• 1034852-92-0 methyl 2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-2-p-tolylacetate 
• 1224978-70-4 (R)-methyl 2-cyano-2-(4-methylphenyl)-2-trimethylsiloxyacetate 
• 1290036-65-5 methyl 2-hydroxy-4-methoxy-2-p-tolylpent-4-enoate 
• 66334-32-5 2-methyl-2-(4-methylphenyl)-4-oxovaleraldehyde 

Relevant articles and documents

Tris(pentafluorophenyl)borane-Catalyzed Oxygen Insertion Reaction of α-Diazoesters (α-Diazoamides) with Dimethyl Sulfoxide

A tris(pentafluorophenyl)borane-catalyzed oxidation reaction of α-diazoesters (α-diazo amides) with dimethyl sulfoxide has been developed. The reaction proceeds under metal free conditions to afford a series α-ketoesters and α-ketoamides. The synthetic utility of this protocol is demonstrated through synthetic transformations and scaled-up synthesis. (Figure presented.).

Copper on charcoal: Cu0nanoparticle catalysed aerobic oxidation of α-diazo esters

By using a charcoal supported nano Cu0catalyst (Cu/C), a highly efficient oxidation of α-diazo esters to α-ketoesters with molecular oxygen as the sole oxidant has been developed. In the presence of the Cu/C catalyst, 2-aryl-α-diazo esters with both electron-donating and electron-withdrawing groups can be oxidized to the corresponding α-ketoesters efficiently. Furthermore, this Cu/C catalyst can catalyse the reaction of aryl α-diazo ester with water to form aryl ketoester, 2-aryl-2-hydroxyl acetate ester and 2-aryl acetate ester. In this case, water is split by α-diazo ester, and the diazo group is displaced by the oxygen or hydrogen atom in water. Mechanistic investigation showed that the reaction of α-diazo ester with oxygen proceeds through a radical pathway. In the presence of 2,2,6,6-tetramethyl piperidine nitrogen oxide, the reaction of α-diazo ester with oxygen is dramatically inhibited. Furthermore, the reaction of α-diazo ester with water is investigated by an isotopic tracer method, and GCMS detection showed that a disproportionation reaction occurred between α-diazo ester and water.

Visible-Light-Induced Catalyst-Free Carboxylation of Acylsilanes with Carbon Dioxide

Intermolecular carbon-carbon bond formation between acylsilanes and carbon dioxide (CO2) was achieved by photoirradiation under catalyst-free conditions. In this reaction, siloxycarbenes generated by photoisomerization of the acylsilanes added to the C═O bond of CO2 to give α-ketocarboxylates, which underwent hydrolysis to afford α-ketocarboxylic derivatives in good yields. Control experiments suggest that the generated siloxycarbene is likely to be from the singlet state (S1) of the acylsilane and the addition to CO2 is not in a concerted manner.