228873-77-6

Basic information

• Product Name: Ethanone, 2,2,2-trifluoro-1-(1H-indol-2-yl)- (9CI)
• Synonyms: Ethanone, 2,2,2-trifluoro-1-(1H-indol-2-yl)- (9CI)
• CAS NO: 228873-77-6
• Molecular Formula: C10H6F3NO
• Molecular Weight: 213.1559496
• Product Categories: ACETYLHALIDE
• Mol File: 228873-77-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 2,2,2-trifluoro-1-(1H-indol-2-yl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2,2,2-trifluoro-1-(1H-indol-2-yl)- (9CI)(228873-77-6)
• EPA Substance Registry System: Ethanone, 2,2,2-trifluoro-1-(1H-indol-2-yl)- (9CI)(228873-77-6)

Safety Data

• Hazardous Substances Data: 228873-77-6(Hazardous Substances Data)

Upstream product

• 120-72-9 indole 
• 76-05-1 trifluoroacetic acid 
• 75400-67-8 indole-1-carboxylic acid tert-butyl ester 
• 1402148-99-5 tert-butyl 2-(2,2,2-trifluoroacetyl)-1H-indole-1-carboxylate 
• 340-07-8 N-(trifluoroacetyl)piperidine 
• 139409-34-0 2-bromo-1H-indole 
• 1334583-78-6 2,2,2-trifluoro-1-(4,5,6,7-tetrahydro-1H-indol-2-yl)ethanol 
• 13618-91-2 4,5,6,7-tetrahydroindole 

Relevant articles and documents

Synthesis, Stability, and Photoreactivity of Diazirinyl-Substituted N-Heterocycles Based on Indole, Benzimidazole, and Imidazole

The synthesis, thermal stability, and photoreactivity of trifluoromethyl diazirines installed at the heterocyclic section of N-methylindole, N-methylbenzimidazole, and at N-methylimidazole were investigated. N-Tosyl-3-diazirinylindole and N-methyl-2-diazirinylbenzimidazole proved to be thermally stable, whereas the corresponding 2-diazirinylindole was not. The least stable was 2-diazirinylimidazole, which underwent rapid decomposition. Quenching with ethanol indicated that the corresponding carbene was formed. Decomposition is rationalized by exothermic coarctate ring-opening of the carbene. Quantum mechanical calculations [B3LYP/6-311G(2d,2p)] predict singlet ground states of all carbenes. Accordingly, Friedel-Crafts alkylation products were formed on irradiation (350 nm, Rayonet) of the N-methylbenzimidazole-based diazirine in the presence of phenol.

Hydroxyalkylation of 4,5,6,7-tetrahydroindole with polyfluorocarbonyl compounds as a route to 2-substituted indoles

The regioselective hydroxyalkylation of 4,5,6,7-tetrahydroindole at position 2 using highly electrophilic polyfluorocarbonyl compounds was performed for the first time. Oxidation of the products thus formed leads to indoles having 2-hydroxypolyfluoroalkyl and polyfluoroacyl groups.