122961-10-8

Basic information

• Product Name: Benzene, 1-chloro-3-(3,3,3-trifluoro-1-propynyl)-
• CAS NO: 122961-10-8
• Molecular Formula: C9H4ClF3
• Molecular Weight: 204.579
• Mol File: 122961-10-8.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1-chloro-3-(3,3,3-trifluoro-1-propynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-chloro-3-(3,3,3-trifluoro-1-propynyl)-(122961-10-8)
• EPA Substance Registry System: Benzene, 1-chloro-3-(3,3,3-trifluoro-1-propynyl)-(122961-10-8)

Safety Data

• Hazardous Substances Data: 122961-10-8(Hazardous Substances Data)

Upstream product

• 766-83-6 m-chlorophenylacetylene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 661-54-1 3,3,3-trifluoroprop-1-yne 
• 625-99-0 3-iodochlorobenzene 

Downstream Products

• 282111-17-5 5-(3-chlorophenyl)-3H-1,2-dithiole-3-thione 
• 1147879-94-4 (E)-1-(3-chlorophenyl)-1-triethylsilyl-3,3,3-trifluoropropene 
• 1147879-79-5 (E)-3-(3-chlorophenyl)-1,1,1-trifluoro-2-triethylsilylpropene 
• 1111072-21-9 (E)-1-iodo-1-(3-chlorophenyl)-3,3,3-trifluoropropene 

Relevant articles and documents

Copper-catalyzed oxidative trifluoromethylation of terminal alkynes and aryl boronic acids using (trifluoromethyl)trimethylsilane

Trifluoromethylated acetylenes and arenes are widely applicable in the synthesis of pharmaceuticals and agrochemicals. In 2010, our group has reported the copper-mediated oxidative trifluomethylation of terminal alkynes and aryl boronic acids. This method allows a wide range of functional group tolerant trifluoromethylated acetylenes and arenes to be easily prepared. After the preliminary mechanistic studies of the oxidative trifluoromethylation of terminal alkyne, an efficient copper-catalyzed oxidative trifluoromethylation of terminal alkynes and aryl boronic acids has been developed. The catalytic protocol is successfully achieved by adding both the substrate and a portion of CF3TMS slowly using a syringe pump to the reaction mixture.

Copper-mediated aerobic oxidative trifluoromethylation of terminal alkynes with Me3SiCF3

An efficient copper-mediated trifluoromethylation of terminal alkynes with nucleophilic trifluoromethylating reagent (Me3SiCF3) was developed. Both aromatic alkynes and aliphatic alkynes were effective, and a variety of functionalities such as amino, -OMe, -CO2Et, -Br, and -NO2 were tolerated under the reaction conditions. This reaction provides a general, straightforward, and practically useful method to prepare trifluoromethylated acetylenes.

Preparation of 1-Aryl- or 1-Alkenyl-2-(perfluoroalkyl)acetylenes

1-Aryl- or 1-alkenyl-2-(perfluoroalkyl)acetylenes were produced in high yields by coupling reaction of aryl or alkenyl iodides with (perfluoroalkynyl)zinc compounds prepared from the corresponding (perfluoroalkyl)acetylenes in the presence of Pd catalyst.