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Usage

Uses

Used in Organic Chemistry:
2,3,5,6-tetraphenyl-1,4-dithiine is used as a building block for the synthesis of more complex molecules, contributing to the development of advanced organic compounds.
Used in Materials Science:
In the field of materials science, 2,3,5,6-tetraphenyl-1,4-dithiine is utilized for its unique electronic and optical properties, which make it a promising candidate for the creation of new materials with specific characteristics.
Used in Nanotechnology:
2,3,5,6-tetraphenyl-1,4-dithiine is employed in nanotechnology due to its potential applications in the development of nanoscale materials and devices that can exploit its electronic and optical properties.
The synthesis of 2,3,5,6-tetraphenyl-1,4-dithiine involves the reaction of 1,2-dibromoethane with thiophenol in the presence of a base, leading to the formation of the dithiine ring. This versatile and important compound holds promise for further research and development across various scientific and technological domains.

Upstream product

• 5393-99-7 4,5-diphenyl-1,2,3-thiadiazole 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 59103-08-1 3-methylsulfanyl-5,6-diphenyl-[1,4,2]dithiazine 
• 75142-20-0 1,2,5,6-Tetraphenyl-3,8,9,10-tetrathia-tricyclo[4.2.1.1^2,5]decane-4,7-dione 
• 20850-89-9 2,5-diphenyl-1,3-dithiolylium-4-olate 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 67-56-1 methanol 
• 7647-01-0 hydrogenchloride 
• 7783-06-4 hydrogen sulfide 
• 3524-62-7 benzoin monomethyl ether 
• 64-17-5 ethanol 

Downstream Products

• 1884-68-0 tetraphenylthiophene 
• 1059-75-2 2,3,4,5-tetraphenylthiophene 1,1-dioxide 

Relevant academic research and scientific papers

Photochemical formation of thiirene and thioketene in 1,2,3-thiadiazoles with phenyl substituents studied by time-resolved spectroscopy

Photochemistry of 4-phenyl-1,2,3-thiadiazole (PT) and 4,5-diphenyl-1,2,3- thiadiazole (DPT) in solution was studied at room temperature using UV-vis and IR transient absorption spectroscopies (λex = 266 nm). Ultrafast techniques show a very fast rise (a millisecond time scale thiirenes with phenyl substituents undergo an intermolecular reaction (dimerization of thiirene-thioketene complexes) leading to 1,3-dithiole derivatives.

The crystal and molecular structure of 2,3,5,6-tetraphenyl-1,4-dithiin

The phenyl rings in 2,3,5,6-tetraphenyl-1,4-dithiin have neither of the two most obvious configurations: all perpendicular to the dithiin ring (paddlewheel), or parallel to the dithiin double bonds (butterfly). Instead, there are two phenyls in each orien

Photochemical and Thermal Reactions of Heterocycles. Part 3. Photoisomerisation, Photofragmentation, and Photodimerisation of Mesoionic 1,3-Dithiol-4-one and -4-imine Derivatives

Photolysis of the mesoionic 2,5-diphenyl-1,3-dithiol-4-one (7) gave tetraphenyl-1,4-dithiin, tetraphenylthiophen, diphenylacetylene, and sulphur via the corresponding dimer (11) and 4,5-diphenyl-1,2-dithiol-3-one (12) which were isolable under appropriate conditions.Photolysis of the mesoionic N-benzoyl-2-phenyl-1,3-dithiol-4-imines (14) afforded the corresponding 1,2-dithiol-3-imines (15).The photochemical paths of the mesoionic dithiole systems are discussed in the light of the experimental results.

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.