3561-68-0

Usage

Abbreviation

TPPSB

Chemical class

Sulfone

Molecular weight

584.68 g/mol

Physical state

White to yellow solid

Solubility

Soluble in organic solvents such as ethanol and chloroform

Applications

a. Crosslinking agent in polymer chemistry
b. Coupling reagent in organic synthesis
c. Potential applications in organic electronics

Biological activity

Investigated for anti-cancer properties

Cancer cell inhibition

Shown to inhibit the growth of cancer cells in laboratory experiments

Further research

Needed to fully understand its potential therapeutic applications

Upstream product

• 75-09-2 dichloromethane 
• 3406-02-8 bis(phenylsulfonyl)methane 
• 2394-07-2 1,1-bis(phenylsulphonyl)methyl methyl sulphone 
• 3561-67-9 bis(phenylthio)methane 
• 39082-53-6 1,1-bis(phenylsulfonyl)ethylene 
• 108-94-1 cyclohexanone 
• 590-86-3 isovaleraldehyde 
• 108-98-5 thiophenol 
• 100-46-9 benzylamine 
• 124-30-1 1-aminooctadecane 
• 109-89-7 diethylamine 
• 110-58-7 n-Pentylamine 
• 110-91-8 morpholine 
• 110-89-4 piperidine 

Relevant academic research and scientific papers

Organocatalytic addition on l,2-bis(sulfone)vinylenes leading to an unprecedented rearrangement

A study was conducted to demonstrate the use of 1,2-bis(sulfone)vinylenes in enamine catalysis. It was revealed that these sulfones led to a new rearrangement arising from a sulfone shift to the adjacent carbon atom. Investigations also revealed that the use of cheaper (Z)-1,2-bis(sulfone) vinylene lead to full conversion after a short reaction time in dioxane, using H2O as co-catalyst to accelerate the reaction. A careful NMR investigation indicated that the new product was gem-disulfone, which was supported by authentic sample.

Enantioselective organocatalytic conjugate addition of aldehydes to vinyl sulfones and vinyl phosphonates as challenging michael acceptors

Chiral amines with a pyrrolidine framework catalyze the enantioselective conjugate addition of a broad range of aldehydes to various vinyl sulfones and vinyl phosphonates in high yields and with enantioselectivities up to >99% ee. This novel process provides synthetically useful chiral γ-gem-sulfonyl or phosphonyl aldehydes which can be widely functionalized with retention of the enantiomeric excess. Mechanistic insights including DFT calculations are explored in detail.

THE REACTION BETWEEN PHENYLIODONIUM BIS(PHENYLSULFONYL)METHANIDE AND PYRROLIDINE

The main product from the title reaction is the enamine N--pyrrolidine, 4.Tetrakis(phenylsulfonyl)propane, 3, is a by-product, when dichloromethane is used; it is formed independently from this solvent and bis(phenylsulfonyl)methane in the presence of pyrrolidine.Key words: Phenyliodonium bis(phenylsulfonyl)methanide, N--pyrrolidine, 1,1,3,3-tetrakis(phenylsulfonyl)propane, dichloromethane, pyrrolidine.

REACTION OF 1,1-BIS(PHENYLSULFONYL)ETHENE WITH AMINES

The reactions of 1,1-bis(phenylsulfonyl)ethene with aliphatic, aromatic, and heterocyclic amines in anhydrous aprotic solvents take place in two directions, depending on the basicity of the amine.They lead to the formation of secondary 1,1-bis(phenylsulfonyl)-ethyl-N-aryl(heteryl)amines as addition products, or to 1,1,3,3-tetrakis(phenylsulfonyl)propane, or to their mixtures.By analysis of the reaction mixtures and identification of the intermediate products a scheme was proposed for the reactions of 1,1-bis(phenylsulfonyl)ethene with amines.

REACTIONS OF 1,1-BIS(ARYLSULFONYL)ETHENES WITH NUCLEOPHILIC AND ELECTROPHILIC REAGENTS

The reaction of 1,1-bis(arylsulfonyl)ethenes with nucleophilic reagents (aromatic and heterocyclic thiols, sulfinic acids) leads to the formation of 1,1-bis(arylsulfonyl)-2-aryl(heteryl)-thio(sulfonyl)ethanes.The anions of CH acids (nitromethane, aromatic