42574-02-7

Basic information

• Product Name: 1,3-Dithiol-2-one, 4,5-diphenyl-
• CAS NO: 42574-02-7
• Molecular Formula: C15H10OS2
• Molecular Weight: 270.376
• Mol File: 42574-02-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,3-Dithiol-2-one, 4,5-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dithiol-2-one, 4,5-diphenyl-(42574-02-7)
• EPA Substance Registry System: 1,3-Dithiol-2-one, 4,5-diphenyl-(42574-02-7)

Safety Data

• Hazardous Substances Data: 42574-02-7(Hazardous Substances Data)

Upstream product

• 822-38-8 1,3-dithiolane-2-thione 
• 501-65-5 diphenyl acetylene 
• 105-65-7 diisopropyl xanthogen disulfide 
• 17534-37-1 diphenyl-4,5 dithiole-1,3 thiones-2 

Downstream Products

• 89782-56-9 N,N-diethyl (diphenyl-4,5 dithiole-1,3 ylidene-2)-2 propionamide 
• 333725-97-6 [Ru(dimethyl sulfoxide)(PhC(S)C(S)Ph)(2,2':6',2''-terpyridine)] 
• 72018-82-7 bis(2-thione-1,3-dithiole-4,5-dithiolato)nickel(II) 
• 28984-20-5 bis(1,2-diphenylethylene-1,2-ditholate) nickel(IV) 
• 127864-90-8 {Ni(1,3-dithiole-2-thione-4,5-diselenolate)2} 
• 1342805-80-4 4,4'-(2-oxo-1,3-dithiole-4,5-diyl)dibenzenesulfonic acid 

Relevant articles and documents

COMPOSITIONS AND METHODS FOR QUADRICYCLANE MODIFICATION OF BIOMOLECULES

The present disclosure features a strain-promoted [2+2+2] reaction that can be carried out under physiological conditions. In general, the reaction involves reacting a pi-electrophile with a low lying LUMO with a quadricyclane on a biomolecule, generating

Free radical reaction of diisopropyl xanthogen disulfide with unsaturated systems

1,3-Dithiol-2-ones are prepared in one pot reaction from commercially available diisopropyl xanthogen disulfide (2) and alkynes under radical conditions. The 5-membered heterocycle is formed via a ring closure of vinyl radical (7) resulting from the thio radical addition of 5 to an alkyne. The reaction worked best for alkynes conjugated with a C=C double bond. The oxygen atoms of reagent (2) could be replaced by sulfur and this new reagent furnished 1,3-dithiol-2-thiones under radical conditions.

Comparison of the Thermal, Photochemical, and Mass Spectrometric Fragmentation of Sulphur Heterocycles with cis-Dithioethene-Structure

The mass spectrometric primary fragmentation of 3-methylthio-1,4,2-dithiazines 1, 1,4-dithiins 2, 2,3-dihydro-1,4-dithiin-2-ones 4, 1,3-dithiole-2-ones 5, 2-imino-1,3-dithioles 6 and 1,3-dithiole-2-thiones 7 is compared with their thermolytical and photochemical reaction.In the mass spectra an intense peak of the dithiete radical ion is observed, if in the compounds an energetically favourable neutral molecule is preformed: in 1 methyl rhodanide, in 3 ethene, in 4 ketene, in 5 carbon monoxide and in 6 hydrogen cyanide.The substances 1, 3-6 - with the restriction by 3 - yield photochemically the dithiete, too.The photolysis of dithiazines 1 is wave length dewpendent.Mass spectrometrically, thermally and photochemically the dithiins 2 form thiophenes.The dithiolethiones 7 decompose mass spectrometrically and thermally into carbon disulfide, sulfur and ethynes, but photochemically they form tetrathiafulvalenes.The fragmentation of the compounds 1-6 is analogous in mass spectrometry and photolysis; 2, 3, 5 and with reservation 1 show similar mass spectrometric, thermal and photochemical reactivity.Posible reasons for these analogies are discussed.The dithietes, generated by photolysis of the compounds 1, 4, 5 or 6 react with iron penta-, nickel tetra-, molybdenum hexa- and tungsten hexacarbonyl in the preparative scale to the corresponding dithiolene complexes.