68587-15-5

Basic information

• Product Name: Methanone, [4-(dimethylamino)phenyl](4-methylphenyl)-
• CAS NO: 68587-15-5
• Molecular Formula: C16H17NO
• Molecular Weight: 239.317
• Mol File: 68587-15-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Methanone, [4-(dimethylamino)phenyl](4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, [4-(dimethylamino)phenyl](4-methylphenyl)-(68587-15-5)
• EPA Substance Registry System: Methanone, [4-(dimethylamino)phenyl](4-methylphenyl)-(68587-15-5)

Safety Data

• Hazardous Substances Data: 68587-15-5(Hazardous Substances Data)

Upstream product

• 93026-72-3 4-Methyl-α-<4-dimethylamino-phenyl>-benzylalkohol 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 874-60-2 4-methyl-benzoyl chloride 
• 93296-10-7 (4-(dimethylamino)phenyl)zinc(II) chloride 
• 106-43-4 para-chlorotoluene 
• 119300-86-6 potassium oxo[4-(dimethylamino)phenyl]acetate 
• 106-38-7 para-bromotoluene 
• 6833-18-7 4-methyl-N-phenylbenzamide 
• 121-69-7 N,N-dimethyl-aniline 

Downstream Products

• 116330-41-7 N,N-dimethyl-4-(1-p-tolylvinyl)aniline 
• 113915-67-6 α-(p-dimethylaminophenyl)-α-(p-methoxyphenyl)ethylene 
• 22057-80-3 1-[4-(dimethylamino)phenyl]-1-phenylethene 
• 118117-02-5 α-(p-dimethylaminophenyl)-α-(p-chlorophenyl)ethylene 
• 90-95-9 4'-<2-Diaethylamino-aethoxy>-4-methyl-benzophenon 
• 78-41-1 triparanol 
• 54158-98-4 N,N-dimethyl-4-(4-methylbenzyl)aniline 

Relevant articles and documents

Palladium/copper-catalyzed decarboxylative cross-coupling of aryl chlorides with potassium carboxylates

(Chemical Equation Presented) Even non-activated aryl chlorides undergo decarboxylative cross-coupling reactions in the presence of a catalyst system generated in situ from CuI, 1,10-phenanthroline, PdI2, and di(tert-butyl)biphenylphosphane. The new catalyst is useful for both the synthesis of biaryl compounds from aromatic carboxylates and the synthesis of aryl ketones from salts of α-ketocarboxylic acids (see scheme; FG=functional group; R=aryl, alkyl).

Efficient Synthesis of Diaryl Ketones by Nickel-Catalyzed Negishi Cross-Coupling of Amides by Carbon–Nitrogen Bond Cleavage at Room Temperature Accelerated by a Solvent Effect

The first Negishi cross-coupling of amides for the synthesis of versatile diaryl ketones by selective C?N bond activation under exceedingly mild conditions is reported. The cross-coupling was accomplished with bench-stable, inexpensive precatalyst [Ni(PPh3)2Cl2] that shows high functional-group tolerance and enables the synthesis of highly functionalized diaryl ketone motifs. The coupling occurred with excellent chemoselectivity favoring the ketone (cf. biaryl) products. Notably, this process represents the mildest conditions for amide N?C bond activation accomplished to date (room temperature, 10 min). Considering the versatile role of polyfunctional biaryl ketone linchpins in modern organic synthesis, availability, and excellent functional-group tolerance of organozinc reagents, this strategy provides a new platform for amide N?C bond/organozinc cross-coupling under mild conditions.

Synthesis of ketones from α-oxocarboxylates and aryl bromides by Cu/Pd-catalyzed decarboxylative cross-coupling

(Chemical Equation Presented) The power of two metals: A Pd/Cu catalyst system mediates the in situ formation of acyl nucleophiles by decarboxylation of readily accessible and stable salts of α-oxocarboxylic acids and their cross-coupling with aryl or heteroaryl bromides to give ketones. The reaction may be usedin the presence of many functional groups and provides good yields.