1610889-03-6

Basic information

• Product Name: 3,3-bis(methylthio)-1-m-tolyl-2-(trifluoromethyl)prop-2-en-1-one
• Synonyms: 3,3-bis(methylthio)-1-m-tolyl-2-(trifluoromethyl)prop-2-en-1-one
• CAS NO: 1610889-03-6
• Molecular Weight: 306.373
• Mol File: 1610889-03-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,3-bis(methylthio)-1-m-tolyl-2-(trifluoromethyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-bis(methylthio)-1-m-tolyl-2-(trifluoromethyl)prop-2-en-1-one(1610889-03-6)
• EPA Substance Registry System: 3,3-bis(methylthio)-1-m-tolyl-2-(trifluoromethyl)prop-2-en-1-one(1610889-03-6)

Safety Data

• Hazardous Substances Data: 1610889-03-6(Hazardous Substances Data)

Upstream product

• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 139057-16-2 3,3-bis(methylthio)-1-(m-tolyl)-2-propen-1-one 

Downstream Products

• 1610889-25-2 4-(methylthio)-6-m-tolyl-5-(trifluoromethyl)pyrimidin-2-amine 

Relevant articles and documents

Copper-catalyzed trifluoromethylation of internal olefinic C-H bonds: Efficient routes to trifluoromethylated tetrasubstituted olefins and N-heterocycles

The functionalization of internal olefins has been a challenging task in organic synthesis. Efficient CuII-catalyzed trifluoromethylation of internal olefins, that is, α-oxoketene dithioacetals, has been achieved by using Cu(OH)2 as a catalyst and TMSCF3 as a trifluoromethylating reagent. The push-pull effect from the polarized olefin substrates facilitates the internal olefinic C-H trifluoromethylation. Cyclic and acyclic dithioalkyl α-oxoketene acetals were used as the substrates and various substituents were tolerated. The internal olefinic C-H bond cleavage was not involved in the rate-determining step, and a mechanism that involves radicals is proposed based on a TEMPO-quenching experiment of the trifluoromethylation reaction. Further derivatization of the resultant CF 3 olefins led to multifunctionalized tetrasubstituted CF3 olefins and trifluoromethylated N-heterocycles.