1427-33-4

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 115262-00-5 [chloro(difluoro)methyl]trimethylsilane 
• 598-73-2 1-bromo-1,2,2-trifluoroethene 

Downstream Products

• 89263-98-9 difluoro-1,2 phenyl-2 trimethylsilyl ethylene-(Z) 
• 3582-17-0 dimethyltin difluoride 
• 1246013-18-2 4-methylphenyl-1,2,2-trifluorovinyl sulfide 
• 1234972-67-8 1,1,1,3,4,4-hexafluoro-1-trimethylsiloxy-1-phenyl-but-3-ene 
• 1038923-55-5 2,3,3-trifluoro-1-(4-fluorophenyl)-1-trimethylsiloxyprop-2-ene 
• 1038923-54-4 2,3,3-trifluoro-1-trimethylsiloxy-1-(4-tolyl)prop-2-ene 
• 1038923-58-8 2-fluoro-3-p-tolylallylic acid fluoride 
• 1038923-60-2 (Z)-1-methyl-4-(2,3,3,3-tetrafluoroprop-1-en-1-yl)benzene 
• 26928-10-9 Z-2-fluoro-3-(4-methylphenyl)acrylic acid 
• 1039432-12-6 N'-[2,3,3-difluoro-1-phenylprop-2-enyl]benzohydrazide 

Relevant academic research and scientific papers

Preparation of 1,1,2-trifluoro-2-trimethylsilylethylene

1,1,2-Trifluoro-2-trimethylsilylethylene can be readily prepared via the Cu(I)Br catalyzed silylation of the 1,1,2-trifluoroethenylzinc reagent with Me3SiCl. The reaction is easily scaled-up, isolation of the trifluorovinylsilane is facile, and

Preparation of and fluoroalkylation with (chlorodifluoromethyl)trimethylsilane, difluorobis(trimethylsilyl)methane, and 1,1,2,2-tetrafluoro-1,2-bis(trimethylsilyl)ethane

CF2BrCl reacts with aluminum/N-methylpyrrolidinone in the presence of chlorotrimethylsilane to give Me3SiCF2Cl in high yield. Similarly, CF2Br2 gives Me3SiCF2Br with bromotrimethylsilane. Chlorodifluoromethylation of aldehydes using Me3SiCF2Cl and a catalytic amount of TBAF in polar solvents occurs at room temperature, providing difluoromethylated alcohols in two steps. Electroreduction of Me3SiCF2Cl in the presence of chlorotrimethylsilane gives Me3SiCF2SiMe3 (anion-derived product) and Me3SiCF2CF2SiMe3 (radical-derived product). Using THF/HMPA strongly favors the former, whereas THF/TDA-1 (tris(3,6-dioxaheptyl)amine) the latter. Me3SiCF2SiMe3 difluoromethylates aldehydes acting as a difluoromethylene dianion ('CF22-'/equivalent), whereas Me3SiCF2CF2SiMe3 acts at room temperature as an in situ source for the perfluorovinyl anion (due to β-elimination of fluorotrimethylsilane). However, at low temperature the elimination pathway is suppressed and tetrafluoroethylene dianion ('-CF2CF2-'/equivalent) behavior is observed. The structure of Me3SiCF2CF2SiMe3 was analyzed by X-ray diffraction. All of the studied fluoroalkylating reagents are moisture- and air-stable and can be readily obtained from a single convenient precursor (CF2BrCl).