96107-01-6

Basic information

• Product Name: 3-Buten-2-one, 1,1,1-trifluoro-4-(4-methylphenyl)-, (E)-
• CAS NO: 96107-01-6
• Molecular Formula: C11H9F3O
• Molecular Weight: 214.187
• Mol File: 96107-01-6.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 3-Buten-2-one, 1,1,1-trifluoro-4-(4-methylphenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Buten-2-one, 1,1,1-trifluoro-4-(4-methylphenyl)-, (E)-(96107-01-6)
• EPA Substance Registry System: 3-Buten-2-one, 1,1,1-trifluoro-4-(4-methylphenyl)-, (E)-(96107-01-6)

Safety Data

• Hazardous Substances Data: 96107-01-6(Hazardous Substances Data)

Upstream product

• 622-97-9 1-ethenyl-4-methylbenzene 
• 407-25-0 trifluoroacetic anhydride 
• 1866-39-3 trans-p-methylcinnamic acid 
• 106-38-7 para-bromotoluene 
• 428842-08-4 (E)-1,1,1-trifluoro-4-morpholinobut-3-en-2-one 
• 683-08-9 Diethyl methylphosphonate 
• 104-87-0 4-methyl-benzaldehyde 
• 288310-94-1 1,1,1-trifluoro-4-(4-methylphenyl)butan-2-one 
• 421-50-1 1,1,1-trifluoro-2-propanone 
• 61881-19-4 2,2,2-trifluoro-N-phenyl-acetimidoyl chloride 
• 817164-07-1 4-(p-tolyl)-2-trifluoromethyl-1-aza-1,3-butadiene 
• 127223-93-2 (E)-4-(dimethylamino)-1,1,1-trifluorobut-3-en-2-one 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 367-57-7 1,1,1-Trifluoro-2,4-pentanedione 

Downstream Products

• 1026948-97-9 C₁₁H₉Br₂F₃O 
• 1201890-46-1 2,2,2-trifluoro-1-((2S,3R)-3-p-tolyloxiran-2-yl)ethane-1,1-diol 
• 1037590-17-2 4-(4-methylphenyl)-6-(trifluoromethyl)-2H-pyran-2-one 
• 169590-42-5 4-[5-(4-(methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulphonamide 
• 515845-18-8 1-phenyl-5-(4-methylphenyl)-3-trifluoromethyl-1H-pyrazole 
• 26974-15-2 5-(4-methylbenzene)-3-(trifluoromethyl)-1H-pyrazole 
• 853793-24-5 N,N-dibenzyl-4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide 
• 1093393-91-9 (R,E)-N-((E)-1,1,1-trifluoro-4-p-tolylbut-3-en-2-ylidene)-tert-butanesulfinamide 
• 1033547-35-1 C₁₅H₉F₈N 
• 1033547-39-5 C₁₅H₁₁F₆N 
• 1033547-33-9 4-(p-tolyl)-2,6-bis(trifluoromethyl)pyridine 

Relevant articles and documents

Radical Trifluoroacetylation of Alkenes Triggered by a Visible-Light-Promoted C–O Bond Fragmentation of Trifluoroacetic Anhydride

We report a mild and operationally simple trifluoroacylation strategy of olefines, that utilizes trifluoroacetic anhydride as a low-cost and readily available reagent. This light-mediated process is fundamentally different from conventional methodologies and occurs through a trifluoroacyl radical mechanism promoted by a photocatalyst, which triggers a C?O bond fragmentation. Mechanistic studies (kinetic isotope effects, spectroelectrochemistry, optical spectroscopy, theoretical investigations) highlight the evidence of a fleeting CF3CO radical under photoredox conditions. The trifluoroacyl radical can be stabilized under CO atmosphere, delivering the trifluoroacetylation product with higher chemical efficiency. Furthermore, the method can be turned into a trifluoromethylation protocol by simply changing the reaction parameters. Beyond simple alkenes, this method allows for chemo- and regioselective functionalization of small-molecule drugs and common pharmacophores.

Evaluating aryl esters as bench-stable C(1)-ammonium enolate precursors in catalytic, enantioselective Michael addition-lactonisations

An evaluation of a range of aryl, alkyl and vinyl esters as prospective C(1)-ammonium enolate precursors in enantioselective Michael addition-lactonisation processes with (E)-trifluoromethylenones using isothiourea catalysis is reported. Electron deficient aryl esters are required for reactivity, with 2,4,6-trichlorophenyl esters providing optimal product yields. Catalyst screening showed that tetramisole was the most effective isothiourea catalyst, giving the desired dihydropyranone product in excellent yield and stereoselectivity (up to 90 : 10 dr and 98 : 2 er). The scope and limitations of this process have been evaluated, with a range of diester products being generated after ring-opening with MeOH to give stereodefined dihydropyranones with excellent stereocontrol (10 examples, typically ～90 : 10 dr and >95 : 5 er).

An efficient route to 3-trifluoromethylpyrazole via cyclization/1,5-H shift and its applications in the synthesis of bioactive compounds

A methodology for regioselective synthesis of 3-trifluoromethylpyrazole from the reaction of trifluoromethyl alkenone and tosylhydrazone has been developed. The reaction was proposed to proceed through a tandem cyclization and 1,5-H shift reaction, which can be applied to the synthesis of bioactive compounds like Celecoxib, Mavacoxib, and SC-560.