139057-16-2

Basic information

• Product Name: 3,3-BIS-METHYLSULFANYL-1-M-TOLYL-PROPENONE
• Synonyms: 3,3-BIS-METHYLSULFANYL-1-M-TOLYL-PROPENONE
• CAS NO: 139057-16-2
• Molecular Formula: C₁₂H₁₄OS₂
• Molecular Weight: 239.3769
• Mol File: 139057-16-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 365.155°C at 760 mmHg
• Flash Point: 155.03°C
• Appearance: /
• Density: 1.145g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: 3,3-BIS-METHYLSULFANYL-1-M-TOLYL-PROPENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-BIS-METHYLSULFANYL-1-M-TOLYL-PROPENONE(139057-16-2)
• EPA Substance Registry System: 3,3-BIS-METHYLSULFANYL-1-M-TOLYL-PROPENONE(139057-16-2)

Safety Data

• Hazardous Substances Data: 139057-16-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H14OS2/c1-9-5-4-6-10(7-9)11(13)8-12(14-2)15-3/h4-8H,1-3H3

Upstream product

• 585-74-0 3-Methylacetophenone 
• 74-88-4 methyl iodide 
• 75-15-0 carbon disulfide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1610889-03-6 3,3-bis(methylthio)-1-m-tolyl-2-(trifluoromethyl)prop-2-en-1-one 
• 1610889-25-2 4-(methylthio)-6-m-tolyl-5-(trifluoromethyl)pyrimidin-2-amine 
• 139057-19-5 ((Z)-1-Methylsulfanyl-3-oxo-3-m-tolyl-propenylamino)-acetic acid 

Relevant articles and documents

Bronsted acid catalyzed PhSe transfer versus radical aryl transfer: Linear codimerization of styrenes and internal olefins

Bronsted acid p-TsOH·H2O-catalyzed hydrovinylation of styrenes with internal olefins α-oxo ketene dithioacetals was efficiently achieved in the presence of N-phenylselenophthalimide (N-PSP), regioselectively affording Markovnikov phenylselenati

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.

Reaction of α-Oxo Ketene Dithioacetals with Glycine

3-Carboxymethylamino-3-methylthio-1-phenyl-2-propen-1-ones were synthesized by the reaction of 3,3-bis(methylthio)-1-phenyl-2-propen-1-ones with glycine in the presence of sodium hydroxide.