85590-85-8

Basic information

• Product Name: 1-(benzo[d][1,3]dioxol-5-yl)-2-(4-nitrophenyl)ethanone
• Synonyms: 1-(benzo[d][1,3]dioxol-5-yl)-2-(4-nitrophenyl)ethanone
• CAS NO: 85590-85-8
• Molecular Weight: 285.256
• Mol File: 85590-85-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-(benzo[d][1,3]dioxol-5-yl)-2-(4-nitrophenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(benzo[d][1,3]dioxol-5-yl)-2-(4-nitrophenyl)ethanone(85590-85-8)
• EPA Substance Registry System: 1-(benzo[d][1,3]dioxol-5-yl)-2-(4-nitrophenyl)ethanone(85590-85-8)

Safety Data

• Hazardous Substances Data: 85590-85-8(Hazardous Substances Data)

Upstream product

• 28281-49-4 3,4-methylenedioxypropiophenone 
• 98-95-3 nitrobenzene 
• 274-09-9 Methylenedioxybenzene 
• 50434-36-1 4-nitrophenylacetyl chloride 

Downstream Products

• 85590-87-0 2'-(acetylamino)-2-(4-acetylaminophenyl)-4',5'-methylenedioxyacetophenone 
• 85591-04-4 N-[4-(6-Methyl-[1,3]dioxolo[4,5-g]quinazolin-8-ylmethyl)-phenyl]-acetamide 
• 85590-88-1 1-(6-Amino-benzo[1,3]dioxol-5-yl)-2-(4-amino-phenyl)-ethanone 
• 69813-73-6 N-<4-ethyl-(2-methyl-6,7-methylenedioxy-4-quinazolinylmethyl)-phenyl>carbamate 
• 69828-29-1 4-(2-methyl-6,7-methylenedioxy-4-quinazolinylmethyl)aniline 
• 85590-86-9 4',5'-methylenedioxy-2'-nitro-2-(4-nitrophenyl)acetophenone 

Relevant articles and documents

Aerobic, transition-metal-free, direct, and regiospecific mono-α-arylation of ketones: Synthesis and mechanism by DFT calculations

We disclose a facile, aerobic, transition-metal-free, direct, and regiospecific mono-α-arylation of ketones to yield aryl benzyl and (cyclo)alkyl benzyl ketones with substitution patterns that are currently inaccessible or challenging to prepare using conventional methods. The transformation is operationally simple, scalable, and environmentally friendly. There is no need for pre-functionalization (i.e., α-halogenation or silyl enol ether formation) or the use of specialized arylating agents (i.e., diaryliodonium salts). DFT calculations suggest that the in situ-generated enolate undergoes direct C-C bond formation with the nitroarene followed by regioselective O2-mediated C-H oxidation.