135106-04-6

Basic information

• Product Name: 2-Buten-1-one, 3-chloro-4,4,4-trifluoro-1-phenyl-
• CAS NO: 135106-04-6
• Molecular Formula: C10H6ClF3O
• Molecular Weight: 234.605
• Mol File: 135106-04-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Buten-1-one, 3-chloro-4,4,4-trifluoro-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Buten-1-one, 3-chloro-4,4,4-trifluoro-1-phenyl-(135106-04-6)
• EPA Substance Registry System: 2-Buten-1-one, 3-chloro-4,4,4-trifluoro-1-phenyl-(135106-04-6)

Safety Data

• Hazardous Substances Data: 135106-04-6(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 354-58-5 1,1,1-Trichloro-2,2,2-trifluoroethane 

Downstream Products

• 2730-02-1 1,5-diphenyl-3-(trifluoromethyl)-1H-pyrazole 
• 62847-45-4 5-phenyl-3-(trifluoromethyl)isoxazole 
• 14468-40-7 2-(trifluoromethyl)-1,3-benzothiazole 
• 713-02-0 1-phenyl-4,4,4-trifluoro-1-butanone 
• 135106-27-3 2-benzoyl-3-phenyl-1-(trifluoromethyl)-5,10-dihydropyrrolo<1,2-b>isoquinoline 
• 135106-08-0 3-benzoyl-1,2-diphenyl-4-(trifluoromethyl)pyrrole 
• 135106-16-0 6-benzoyl-5-phenyl-7-(trifluoromethyl)-2,3-dihydro-1H-pyrrolizine 
• 135106-17-1 7-benzoyl-5-phenyl-6-(trifluoromethyl)-2,3-dihydro-1H-pyrrolizine 
• 135106-29-5 1-benzoyl-3-methyl-2-(trifluoromethyl)-5,10-dihydropyrrolo<1,2-b>isoquinoline 
• 135106-28-4 2-benzoyl-3-methyl-1-(trifluoromethyl)-5,10-dihydropyrrolo<1,2-b>isoquinoline 
• 135106-06-8 3-benzoyl-2-methyl-1-phenyl-4-(trifluoromethyl)pyrrole 
• 135106-18-2 6-benzoyl-5-methyl-7-(trifluoromethyl)-2,3-dihydro-1H-pyrrolizine 
• 135106-19-3 7-benzoyl-5-methyl-6-(trifluoromethyl)-2,3-dihydro-1H-pyrrolizine 
• 135106-07-9 3-benzoyl-2-phenyl-1-methyl-4-(trifluoromethyl)pyrrole 

Relevant articles and documents

The first general synthesis of 2-C-(β-d-glycopyranosyl)pyrimidines and their evaluation as inhibitors of some glycoenzymes

A systematic study was performed on the preparation of unknown 2-C-(β-d-glucopyranosyl)pyrimidines. Pinner type cyclisation of O-perbenzylated C-(β-d-glucopyranosyl)formamidine with β-ketoesters, dimethyl malonate, and β-diketone derived α,β-unsaturated β-chloroketones followed by catalytic hydrogenation resulted in various substituted 2-C-(β-d-glucopyranosyl)-pyrimidin-4(3H)-ones, and 2-C-(β-d-glucopyranosyl)-4,6-disubstituted-pyrimidines, respectively, in moderate to good yields. The above pyrimidine derivatives were also obtained by ring closure of the unprotected C-(β-d-glucopyranosyl)formamidine with the same 1,3-dielectrophiles. In addition, a continuous one-pot three-step procedure starting from O-peracylated d-glycopyranosyl cyanides was also elaborated to give representatives of the aforementioned pyrimidines with various sugar configurations in acceptable to excellent overall yields (25-94%). Due to the versatility of the applied 1,3-dielectrophiles, these synthetic routes represent the first expansible method to obtain the target compounds. The new C-glycopyranosyl pyrimidines showed moderate inhibition against α-glucosidase and β-galactosidase enzymes, had, however, no activity against glycogen phosphorylase. The obtained molecule library is ready for further biological testing.

Regioselective synthesis of (trifluoromethyl)-β-chloroenones

The regioselectivity of the conversion of 1,3-diketones into β-chloroenones can be changed by the appropriate choice of the reagent: reaction with "Vilsmeier's reagent" prepared from POCl3 and dimethylformamide or treatment of the diketone with the oxalyl chloride in the presence of dimethylformamide.