40103-79-5

Basic information

• Product Name: 1-(3-methylphenyl)-2-phenyl-1,2-ethanedione
• Synonyms: 1-(3-methylphenyl)-2-phenyl-1,2-ethanedione
• CAS NO: 40103-79-5
• Molecular Weight: 224.259
• Mol File: 40103-79-5.mol
• Article Data: 27

Chemical Properties

• CAS DataBase Reference: 1-(3-methylphenyl)-2-phenyl-1,2-ethanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-methylphenyl)-2-phenyl-1,2-ethanedione(40103-79-5)
• EPA Substance Registry System: 1-(3-methylphenyl)-2-phenyl-1,2-ethanedione(40103-79-5)

Safety Data

• Hazardous Substances Data: 40103-79-5(Hazardous Substances Data)

Upstream product

• 591-17-3 meta-bromotoluene 
• 98-86-2 acetophenone 
• 95606-81-8 2-phenyl-1-(m-tolyl)ethan-1-one 
• 591-50-4 iodobenzene 
• 3029-79-6 3-methylcinnamic acid 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 34403-03-7 1-phenyl-2-(meta-tolyl)ethanone 
• 2947-60-6 3-methylbenzyl cyanide 
• 108-86-1 bromobenzene 
• 585-74-0 3-Methylacetophenone 
• 14064-48-3 (E)-3-methylstilbene 
• 625-95-6 3-Iodotoluene 
• 637-44-5 phenylpropyolic acid 
• 100-80-1 3-methylstyrene 

Downstream Products

• 1372805-92-9 C₁₇H₁₇N₃O 

Relevant articles and documents

Aerobic oxygenation of α-methylene ketones under visible-light catalysed by a CeNi3complex with a macrocyclic tris(salen)-ligand

A hetero-tetranuclear CeNi3 complex with a macrocyclic ligand catalysed the aerobic oxygenation of a methylene group adjacent to a carbonyl group under visible-light radiation to produce the corresponding α-diketones. The visible-light induced homolysis of the Ce-O bond of a bis(enolate) intermediate is proposed prior to aerobic oxygenation.

Rhodium-Catalyzed Aerobic Decomposition of 1,3-Diaryl-2-diazo-1,3-diketones: Mechanistic Investigation and Application to the Synthesis of Benzils

The conversion of 1,3-diaryl-2-diazo-1,3-diketones to 1,2-daryl-1,2-diketones (benzils) is reported based on a rhodium(II)-catalyzed aerobic decomposition process. The reaction occurs at ambient temperatures and can be catalyzed by a few dirhodium carboxylates (5 mol %) under a balloon pressure of oxygen. Moreover, an oxygen atom from the O2 reagent is shown to be incorporated into the product, and this is accompanied by the extrusion of a carbonyl unit from the starting materials. Mechanistically, it is proposed that the decomposition may proceed via the interaction of a ketene intermediate resulting from a Wolff rearrangement of the carbenoid, with a rhodium peroxide or peroxy radical species generated upon the activation of molecular oxygen. The proposed mechanism has been supported by the results from a set of controlled experiments. By using this newly developed strategy, a large array of benzil derivatives as well as 9,10-phenanthrenequinone were synthesized from the corresponding diazo substrates in varying yields. On the other hand, the method did not allow the generation of benzocyclobutene-1,2-dione from 2-diazo-1,3-indandione because of the difficulty of inducing the initial rearrangement.

Catalyst-Free and Transition-Metal-Free Approach to 1,2-Diketones via Aerobic Alkyne Oxidation

A catalyst-free and transition-metal-free method for the synthesis of 1,2-diketones from aerobic alkyne oxidation was reported. The oxidation of various internal alkynes, especially more challenging aryl-alkyl acetylenes, proceeded smoothly with inexpensive, easily handled, and commercially available potassium persulfate and an ambient air balloon, achieving the corresponding 1,2-diketones with up to 85% yields. Meanwhile, mechanistic studies indicated a radical process, and the two oxygen atoms in the 1,2-diketons were most likely from persulfate salts and molecular oxygen, respectively, rather than water.