102124-73-2

Basic information

• Product Name: Ethanone, 1-(1,3-benzodioxol-5-yl)-2,2,2-trifluoro- (9CI)
• Synonyms: Ethanone, 1-(1,3-benzodioxol-5-yl)-2,2,2-trifluoro- (9CI);1-Benzo[1,3]dioxol-5-yl-2,2,2-trifluoroethanone
• CAS NO: 102124-73-2
• Molecular Formula: C₉H₅F₃O₃
• Molecular Weight: 218.1294096
• Product Categories: ACETYLHALIDE
• Mol File: 102124-73-2.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 1-(1,3-benzodioxol-5-yl)-2,2,2-trifluoro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(1,3-benzodioxol-5-yl)-2,2,2-trifluoro- (9CI)(102124-73-2)
• EPA Substance Registry System: Ethanone, 1-(1,3-benzodioxol-5-yl)-2,2,2-trifluoro- (9CI)(102124-73-2)

Safety Data

• Hazardous Substances Data: 102124-73-2(Hazardous Substances Data)

Upstream product

• 383-63-1 ethyl trifluoroacetate, 
• 17680-04-5 (3,4-methylenedioxy)phenylmagnesium bromide 
• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 340-07-8 N-(trifluoroacetyl)piperidine 
• 120-57-0 piperonal 
• 75-46-7 trifluoromethan 
• 6951-08-2 ethyl 1,3-benzodioxole-5-carboxylate 
• 94-53-1 Piperonylic acid 
• 81290-20-2 (trifluoromethyl)trimethylsilane 

Downstream Products

• 324075-76-5 6,7-methylenedioxy-4-(trifluoromethyl)-1-[(4-trifluoromethyl)styryl]isoquinoline 
• 324076-79-1 N-[2-methoxy-2-(3,4-methylenedioxyphenyl)-2-(trifluoromethyl)ethyl]-4-(trifluoromethyl)cinnamic amide 
• 324076-80-4 4-methoxy-6,7-methylenedioxy-4-trifluoromethyl-1-[4-(trifluoromethyl)styryl]-3,4-dihydroisoquinoline 
• 286930-73-2 N-cinnamoyl-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine 
• 286930-74-3 N-(4-fluorocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine 
• 286930-76-5 N-(4-nitrocinnamoyl)-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine 
• 286930-75-4 N-[(4-fluoromethyl)cinnamoyl]-2-hydroxy-2-trifluoromethyl-(3,4-methylenedioxyphenyl)ethylamine 
• 437552-71-1 1-benzo[1,3]dioxol-5-yl-2,2-difluoro-ethanone 

Relevant articles and documents

Nickel-Catalyzed Decarboxylative Cross-Coupling of Bicyclo[1.1.1]pentyl Radicals Enabled by Electron Donor-Acceptor Complex Photoactivation

The use of bicyclo[1.1.1]pentanes (BCPs) as para-disubstituted aryl bioisosteres has gained considerable momentum in drug development programs. Carbon-carbon bond formation via transition-metal-mediated cross-coupling represents an attractive strategy to generate BCP-aryl compounds for late-stage functionalization, but these typically require reactive organometallics to prepare BCP nucleophiles on demand from [1.1.1]propellane. In this study, the synthesis and Ni-catalyzed functionalization of BCP redox-active esters with (hetero)aryl bromides via the action of a photoactive electron donor-acceptor complex are reported.

Fluoroform: an Efficient Precursor for the Trifluoromethylation of Aromatic Esters by Sodium Diisopropylamide with Trialkylamines

The trifluoromethanide anion is the postulated key intermediate in nucleophilic trifluoromethylation reactions. It is believed to be incompatible with Na+ cation due to the strong Na–F bond. However, herein we demonstrate that it could be prepared for the first time. Trialkylamines can be used as cation chelating agents to stabilize the isolated –CF3 ion to realize trifluoromethylation reaction. With this strategy, trifluoromethyl aromatic ketones could be effectively synthesized from fluoroform and aromatic esters with diisopropyl aminosodium (NaDA) and trialkylamines.

Selective Acylation of Aryl- A nd Heteroarylmagnesium Reagents with Esters in Continuous Flow

A selective acylation of readily accessible organomagnesium reagents with commercially available esters proceeds at convenient temperatures and short residence times in continuous flow. Flow conditions allow us to prevent premature collapse of the hemiacetal intermediates despite noncryogenic conditions, thus furnishing ketones in good yields. Throughout, the coordinating ability of the ester and/or Grignard was crucial for the reaction outcome. This was leveraged by the obtention of several bisaryl ketones using 2-hydroxy ester derivatives as substrates.