827-42-9

Basic information

• Product Name: 5-Phenyl-3H-1,2-dithiol-3-one
• Synonyms: 5-Phenyl-3H-1,2-dithiol-3-one;3H-1,2-Dithiol-3-one, 5-phenyl-;Nsc185352
• CAS NO: 827-42-9
• Molecular Formula: C₉H₆OS₂
• Molecular Weight: 194.2733
• Mol File: 827-42-9.mol

Chemical Properties

• Boiling Point: 359.6°Cat760mmHg
• Flash Point: 167.4°C
• Appearance: /
• Density: 1.391g/cm³
• Vapor Pressure: 2.35E-05mmHg at 25°C
• Refractive Index: 1.706
• CAS DataBase Reference: 5-Phenyl-3H-1,2-dithiol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Phenyl-3H-1,2-dithiol-3-one(827-42-9)
• EPA Substance Registry System: 5-Phenyl-3H-1,2-dithiol-3-one(827-42-9)

Safety Data

• Hazardous Substances Data: 827-42-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H6OS2/c10-9-6-8(11-12-9)7-4-2-1-3-5-7/h1-6H

Upstream product

• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 3445-76-9 5-phenyl-3H-1,2-dithiole-3-thione 
• 67-66-3 chloroform 
• 1600-27-7 mercury(II) diacetate 
• 64-19-7 acetic acid 
• 109159-85-5 β-acetyldisulfanyl-cinnamic acid ethyl ester 
• 1779-81-3 4,5-Dihydro-thiazol-2-ylamin 
• 96-50-4 2-thiazolylamine 
• 504-29-0 2-aminopyridine 
• 109-12-6 2-aminopyrimidine 
• 1824-81-3 2-Amino-6-methylpyridine 
• 1603-41-4 (5-methyl-pyridin-2-yl)amine 
• 695-34-1 2-Amino-4-methylpyridine 
• 1603-40-3 3-methylpyridin-2-ylamine 

Downstream Products

• 100750-41-2 (β-carboxymethylsulfanyl-cinnamoylmercapto)-acetic acid 
• 603-54-3 N,N-diphenylurea 
• 6528-19-4 2,5-diphenyl-2H-pyrazole-3,4-dione 4-phenylhydrazone 
• 3445-76-9 5-phenyl-3H-1,2-dithiole-3-thione 
• 849-01-4 1,3,3-triphenylprop-2-en-1-one 
• 55827-05-9 3,3-Di-naphthalen-1-yl-1-phenyl-propenethione 
• 98-86-2 acetophenone 
• 74351-57-8 5,6-dihydro-3-thiobenzoylmethylene-3H-thiazolo<2,3-c><1,2,4>thiadiazole 
• 81509-78-6 4-methyl-2-(5-phenyl-1,2-dithiol-3-ylideneamino)pyridine 
• 857-54-5 dimethyl 3,6-diphenyl-1,4-dithiin-2,5-dicarboxylate 
• 1974-94-3 dimethyl 3,5-diphenylthiophene-2,4-dicarboxylate 
• 87694-19-7 methyl 3,5-diphenyl-4-methoxycarbonyl-2-thiophenecarboxylic acid 
• 1457-24-5 3,5-diphenyl-2,4-thiophenedicarboxylic acid 
• 708-85-0 α,β-dichloro-cis-cinnamic acid 

Relevant articles and documents

Comparison of various aryl-dithiolethiones and aryl-dithiolones as hydrogen sulfide donors in the presence of rat liver microsomes

It has been reported that microsomal metabolism of ADT (5-(p-methoxyphenyl)-3H-1,2-dithiole-3-thione, anetholedithiolethione, Sulfarlem) and ADO (5-(p-methoxyphenyl)-3H-1,2-dithiole-3-one, anetholedithiolone) led to formation of H2S mainly deri

Copper-Catalyzed Defluorinative Thioannulation of Trifluoropropynes for the Synthesis of 1,2-Dithiole-3-thiones

A simple and practical strategy for the preparation of 1,2-dithiole-3-thiones via copper-catalyzed defluorinative thioannulation of trifluoropropynes has been developed using elemental sulfur as the sole sulfur source. This reaction displays a wide substrate scope and high functional group tolerance to afford the corresponding S-heterocycles in moderate to good yields and features efficient construction of multiple C?S bonds through C?F bond cleavage of CF3 groups. (Figure presented.).

A facile and convenient synthesis of 3-alkylamino-5-arylthiophenes with a variety of substituents at C-2 and studies of reaction mechanisms

Thioaroylketene S,N-acetals were treated with active methylene compounds including β-keto ester, nitromethane, cyanoacetic acid, p- toluenesulfonylacetone, 4-nitrophenylacetic acid, and diethyl (2- oxopropyl)phosphonate in the presence of mercury(II) acetate in CH2Cl2 at room temperature. These reactions gave 3-alkylamino-5-arylthiophenes containing various substituents, which comprised, respectively, alkoxycarbonyl, nitro, cyano, p-toluenesulfonyl, 4-nitrophenyl, and diethylphosphono groups at C-2 in good yields. The reaction of 3-methylamino- 3-methylthio-1-phenylthioxopropene with malonic acid or Meldrum's acid under the same conditions gave 3-methylamino-5-phenylthiophene. Similarly, treatment of 3-methylamino-3-methylthio-1-phenylthioxopropene with various enolizable cyclic ketones such as 4-hydroxy-6-methyl-2-pyrone, homophthalic anhydride, 2-hydroxy1,4-benzoquinone, and 1,3-diethyl-2-thiobarbituric acid gave thieno[3,2-b]pyridin-4-one, thieno[3,2c]isoquinolin-5-one, thieno[3,2- c]benzazepine-1,6-dione, and thieno[3,2-d]pyrimidine-2,4-dione, respectively.

N2S2 tetradentate ligands for soft cationic species: preparation of new ligands of potential interest in nuclear medicine

The synthesis of N2S2 tetradentate ligands of the bis-(enaminothioester) type was carried out starting from 3-(methylthio)-3H-1,2-dithiolylium iodides and diamines.The title compounds, which are potential ligands for soft cationic species, can be obtained from 1,3-diaminopropan-2-ol and subsequently modified into the dissymmetrical succinic acid ester of the ligand and N-hydroxysuccinimide.The appendage of such a linking group on the chelating structure should allow further grafting to monoclonal antibodies in view of potential applications in nuclear medicine. 3H-1,2-dithiole-3-thione / 1,3-diaminopropan-2-ol / bis-(enaminothioester) / N2S2 tetradentate ligand / N-hydroxysuccinimidyl ester

Use of carbon-sulfur cathodes in electro-organic chemistry - Part 2 - Reactions with activated alkenes; evidence for a vicarious substitution specific of this type of electrode.

The sulfur-carbon electrode, used as a cathode, appears to be an excellent source of nucleophiles which are good sulfuration reagents towards alkenes not substituted by leaving groups.However, the electrochemical reactions are often complex.It should be w

SCWEFELVERBINDUNGEN DES ERDOELS V 3,5-DIARYL-2,4-THIOPHENDICARBONSAURE-DIMETHYLESTER AUS ARYLMETHYLKETONEN

Starting with arylmethylketones a general method to methyl 3,5-diaryl-2,4-thiophenedicarboxylates is described.Aryl is phenyl, p-tolyl, 1- and 2-naphthyl and 2-thienyl.Intermediates are aryl substituted sulfur hetrocycles: 1,2-dithiol-3-thiones, 1,2-dithi

Studies of Heterocyclic Compounds. Part 28. Condensation of 3-Substituted 5-Phenyl-1,2-dithiolylium Salts with 2-Amino-N-heterocycles

3-Chloro-5-phenyl-1,2-dithiolylium chloride condenses in ethanol with 2-amino-N-heterocycles at the amino-group to yield yellow compounds; in many instances reaction occurs also at the ring nitrogen atom yielding orange compounds. 2-Amino-Δ2-thiazoline, 2-aminothiazole, 2-aminopyridine and its monomethyl derivatives, 2-amino-4,6-dimethylpyridine ,2-aminopyrimidine, and 2-aminobenzimidazole all underwent reaction at the amino-group to give the corresponding yellow 2-(5-phenyl-1,2-dithiol-3-ylidenamino)-N-heterocycles. 2-Amino-Δ2-thiazoline, 2-aminothiazole, 2-aminopyridine, 2-amino-3-methylpyridine, 2-amino-4-methylpyridine,and 2-amino-5-methylpyridine also underwent reaction at the ring nitrogen atom to give in low yield 4,5-dihydro-3-thiobenzoylmethylene-3H -thiazolothiadiazole, 3-thiobenzoylmethylene-3H-thiazolothiadiazole, and 3-thiobenzoylmethylene-3H-pyridothiadiazole and its 7-,6-,and 5-methyl derivatives, respectively,as polar orange compounds.The condensations of 3-methoxy-5-phenyl-1,2-dithiolylium fluorosulphonate with 2-amino-Δ2-thiazoline, 2-aminothiazole, and 2-amino-4-methylpyridine were studied.Condensation of 4-methyl-2-tricloromethylthioaminopyridine with benzoylacetic acid in dimethylformamide in the presence of triethylamine gave 6-methyl-3H-pyridothiadiazol-3-one (main prduct) and 6-methyl-3-benzoylmethylene-3H-pyridothiadiazole.Thionation of the latter with tetraphosphorous decasulphide in pyridine gave 6-methyl-3-thiobenzoylmethylene-3H-pyridothiadiazole.The results of 1H n.m.r. spectral studies, and of X-ray crystallographic studies by other workers, are discussed in relation to the structure of the yellow and the orange series of condesation products.It is proposed that the 3-thiobenzoylmethylene-3H-thiazolothiadiazoles and the 3-thiobenzoylmethylene-3H-pyridothiadiazoles, whose formation involves an S-S -> S-N bond switch, are formed via 3H-6,6aλ4-dithia-1,3-diazapentalenes which are higer energy intermediates or transition states. 3-Chloro-5-phenyl-1,2-dithiolylium chloride condensed with 2,6-diaminopyrimidine in a 2:1 ratio to give an orange and a polar red product for which structures are proposed.