1128-52-5

Basic information

• Product Name: 5-phenyl-1,3-thiaselenole-2-thione
• Synonyms: 1,3-Thiaselenole-2-thione, 5-phenyl-; 5-Phenyl-1,3-thiaselenole-2-thione
• CAS NO: 1128-52-5
• Molecular Formula: C₉H₆S₂Se
• Molecular Weight: 257.2339
• Mol File: 1128-52-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 378°C at 760 mmHg
• Flash Point: 182.4°C
• Vapor Pressure: 1.41E-05mmHg at 25°C
• CAS DataBase Reference: 5-phenyl-1,3-thiaselenole-2-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-phenyl-1,3-thiaselenole-2-thione(1128-52-5)
• EPA Substance Registry System: 5-phenyl-1,3-thiaselenole-2-thione(1128-52-5)

Safety Data

• Hazardous Substances Data: 1128-52-5(Hazardous Substances Data)

Upstream product

• 75-15-0 carbon disulfide 
• 36928-61-7 potassium 2-phenylethynylselenolate 
• 25660-64-4 4-phenyl-1,2,3-selenadiazole 
• 536-74-3 phenylacetylene 

Downstream Products

• 93702-64-8 2-Ethylsulfanyl-6-phenyl-[1,4,3]thiaselenazine 
• 35141-94-7 E-N-(5-Phenyl-1,3-thiaselenol-2-ylidene)phenylamine 
• 74277-54-6 [5-Phenyl-[1,3]thiaselenol-(2E)-ylidene]-carbamic acid ethyl ester 
• 74277-39-7 2-phenyl-ω-carbethoxy-1,4-thiaselenafulvene 

Relevant articles and documents

Electron acceptors of the fluorene series. 9. Derivatives of 9-(1,2- dithiol-3-ylidene)-, 9-(1,3-dithiol-2-ylidene)-, and 9-(1,3-selenathiol-2- ylidene)fluorenes: Synthesis, intramolecular charge transfer, and redox properties

The synthesis and physical properties of four series of novel fluorene push-pull compounds (4-7) of the D-π-A type with intramolecular charge transfer (from 1,3- and 1,2-dithiole and 1,3-selenathiole donor (D) moieties) are described. The nature of the heteroatom (S or Se) in the donor fragment has no effect on the maxima of intramolecular absorption bands (λ(ICT)), whereas a change of position of the heteroatoms in the dithiole moiety from 1,3 to 1,2 leads to a substantial bathochromic shift in λ(ICT). Solvatochromism, thermochromism, and negative halochromism in these compounds are demonstrated. Cyclic voltammograms of 4-7 exhibit two, separate, single- electron reversible redox waves, the potentials of which (as well as the ICT energies in the molecules) are quantitatively described by σ(p)- constants of the substituents in the fluorene ring. Compounds 4-7 exhibit reversible salt formation in sulfuric acid, and for compound 5g in diluted sulfuric acid an additional absorption in the near-IR region has been observed that we attribute to radical species formation from the equilibrium [5g-H]+ + 5g ? 5g·+ + [Sg-H]·.

UNSATURATED THIOLATES AND THEIR ANALOGS IN CYCLOADDITION REACTIONS. XIII. REACTIONS OF POTASSIUM 2-ARYL- AND 2-ALKYLETHYNESELENOLATES WITH HETEROCUMULENES

Potassium 2-aryl- and 2-alkylethyneselenolates, obtained by the decomposition of 4-substituted 1,2,3-selenadiazoles, enter into a cyclization reaction with phenyl isothiocyanate to form isomeric N-(5-R-1,3-thiaselenol-2-ylidene)phenylamines.Measurement of the relative rate constants for cyclization of 2-(p-R-aryl)ethyneselenolates at the thione bond shows that the reaction is accelerated by donating substituents and retarded by withdrawing substituents.