78589-05-6

Basic information

• Product Name: Methanone, (2,4-dimethoxyphenyl)(4-methylphenyl)-
• CAS NO: 78589-05-6
• Molecular Formula: C16H16O3
• Molecular Weight: 256.301
• Mol File: 78589-05-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Methanone, (2,4-dimethoxyphenyl)(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, (2,4-dimethoxyphenyl)(4-methylphenyl)-(78589-05-6)
• EPA Substance Registry System: Methanone, (2,4-dimethoxyphenyl)(4-methylphenyl)-(78589-05-6)

Safety Data

• Hazardous Substances Data: 78589-05-6(Hazardous Substances Data)

Upstream product

• 6833-18-7 4-methyl-N-phenylbenzamide 
• 151-10-0 1,3-Dimethoxybenzene 
• 17715-69-4 1-Bromo-2,4-dimethoxybenzene 
• 874-60-2 4-methyl-benzoyl chloride 
• 1641-17-4 mexenone 

Downstream Products

• 121497-06-1 4-[2,4-Dimethoxy-5-(4-methyl-benzoyl)-phenyl]-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 121497-02-7 2,4-dimethoxy-5-formyl-4'-methylbenzophenone 

Relevant articles and documents

Metal-Free Intermolecular Coupling of Arenes with Secondary Amides: Chemoselective Synthesis of Aromatic Ketimines and Ketones, and N-Deacylation of Secondary Amides

The direct transformation of common secondary amides into aromatic ketimines and aromatic ketones with C-C bond formation is described. The reaction can also be used for N-deacylation of secondary amides to release amines. This method consists of in situ amide activation with triflic anhydride and intermolecular capture of the resulting highly electrophilic nitrilium intermediate with an arene. The reaction is applicable to various kinds of secondary amides (electrophiles), but only electron-rich and moderately electron-rich arenes can be used as nucleophiles. Thanks to the use of bench stable arenes instead of reactive and basic organometallics as nucleophiles, the reaction proceeded with high chemoselectivity at the secondary amido group in the presence of a series of sensitive functional groups such as aldehyde, ketone, ester, cyano, nitro, and tertiary amido groups. The reaction can be viewed as a Friedel-Crafts-type reaction using secondary amides as acylating agents or as an intermolecular version of the Bischler-Napieralski reaction.

Infrared study of polysubstitution effects in benzophenones and acetophenones: contribution of inter and intracycle interaction mechanisms

The carbonyl stretching frequencies of substituted 2-Me, 2,6-diMe, 2-MeO benzophenones and 2-Me, 2-MeO acetophenones have been measured in diluted CCl4 solutions.Two interaction mechanisms are observed.In X, Y substituted benzophenones with X on the same cycle as the ortho group and Y on the other cycle, it is shown that for X=Y, the effect of Y is greater than that of X except for very strong electron-releasing substituents.In this last case, the observed enhancement is attributed to the joint effects of intercycle interactions excercised on X and Y and of intracycle interaction on X.These results are corroborated by the study of substituted acetophenones in which only the intracycle mechanism can play a role.