2570-01-6

Basic information

• Product Name: 2,3-diphenylcycloprop-2-ene-1-thione
• Synonyms: 2,3-Diphenylcycloprop-2-ene-1-thione; 2-Cyclopropen-1-thione, 2,3-diphenyl-; 2-cyclopropene-1-thione, 2,3-diphenyl-
• CAS NO: 2570-01-6
• Molecular Formula: C₁₅H₁₀S
• Molecular Weight: 222.3049
• Mol File: 2570-01-6.mol

Chemical Properties

• Melting Point: 127-128 °C(Solv: cyclohexane (110-82-7))
• Boiling Point: 373.6°C at 760 mmHg
• Flash Point: 179.8°C
• Density: 1.24g/cm³
• Vapor Pressure: 1.9E-05mmHg at 25°C
• Refractive Index: 1.708
• CAS DataBase Reference: 2,3-diphenylcycloprop-2-ene-1-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-diphenylcycloprop-2-ene-1-thione(2570-01-6)
• EPA Substance Registry System: 2,3-diphenylcycloprop-2-ene-1-thione(2570-01-6)

Safety Data

• Hazardous Substances Data: 2570-01-6(Hazardous Substances Data)

Usage

Main properties

1. Chemical compound belonging to the class of cyclopropenes
2. Thione derivative of cyclopropene
3. Contains two phenyl groups attached to the cyclopropene ring
4. Potential applications in pharmaceuticals, agrochemicals, and materials science
5. Uses in organic synthesis and as a building block for new functional molecules
6. Unique structure and properties make it of interest to researchers

Specific content

Belongs to the class of cyclopropenes
Thione derivative with two phenyl groups attached
Potential applications in pharmaceuticals, agrochemicals, and materials science
Can be used in organic synthesis and as a building block for new molecules
Of interest to researchers for its potential utility in various chemical and biological processes

Upstream product

• 2570-00-5 3,3-dichloro-1,2-diphenylcyclopropene 
• 77853-17-9 3,3-Bis-1,2-diphenylcyclopropene 
• 886-38-4 diphenylcyclopropenone 
• 77853-19-1 C₂₉H₂₀O₂S₂ 
• 71-43-2 benzene 

Downstream Products

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• 71612-04-9 2-Methoxy-3,4,11b-triphenyl-7,11b-dihydro-2H,6H-<1.3>thiazino<2.3-a>isochinolin 
• 108201-03-2 2-Methoxy-3,4-diphenyl-7,11b-dihydro-2H,6H-<1.3>thiazino<2.3-a>isochinolin 
• 108201-33-8 1,6b,6c-Triphenyl-2-thioxo-1,2,4,5,6,6a,6b,6c-octahydrocyclopropindolizin 
• 108201-05-4 2-(t-Butylthio)-11b-methyl-3,4-diphenyl-7,11b-dihydro-2H,6H-<1.3>thiazino<2.3-a>isochinolin 
• 71611-94-4 10b-Methyl-2,3-diphenyl-1-thioxo-1,5,6,10b-tetrahydropyrrolo<2.1-a>isochinolin 
• 108201-07-6 2-Ethoxy-10b-methyl-3,4-diphenyl-6,7-dihydro-2H,10bH-pyrrolo<1.2-a><1.3>thiazino<2.3-c>pyrazin 
• 108201-06-5 11b-Benzyl-2-(t-butylthio)-3,4-diphenyl-7,11b-dihydro-2H,6H-<1.3>thiazino<2.3-a>isochinolin 
• 71611-97-7 10b-Benzyl-2,3-diphenyl-1-thioxo-1,5,6,10b-tetrahydropyrrolo<2.1-a>isochinolin 
• 71611-96-6 10b-Isopropyl-2,3-diphenyl-1-thioxo-1,5,6,10b-tetrahydropyrrolo<2.1-a>isochinoline 
• 108201-31-6 6c-Methyl-1,6b-diphenyl-2-thioxo-1,2,4,5,6,6a,6b,6c-octahydrocyclopropindolizin 
• 35093-32-4 2,3,5,6-tetraphenylthieno[3,2-b]thiophene 

Relevant articles and documents

Reactions of cyclopropenethiones and acetylenedicarboxylates: Synthesis of substituted thioethers and thiocyclobutanones

The reaction of cyclopropenethiones and electron-deficient alkynes has been described in this context. The corresponding thioethers and thiocyclobutanones were afforded depending on the reaction conditions and the employed substrates. Ambient water partic

Acylthiocyclopropenium Ions

On treatment with a mixture of thiocarboxylic acid and perchloric acid in acetic anhydride, cyclopropenone gave acylthiocyclopropenium perchlorate in a good yield.Bis(acylthio)cyclopropene also yielded the salt under similar reaction conditions.The salt was stable under nitrogen at low temperatures, but was easily hydrolyzed to yield the corresponding cyclopropenethione.

Synthesis, characterization, and oxidation electrochemistry of some novel 1,2-dithiol-3-ones and 1,2-dithiol-3-thiones containing aryl and metallocenyl fragments

A new synthesis method was established for 1,2-dithiol-3-ones and 1,2-dithiol-3-thiones, from different cyclopropenones: diphenyl (a), bis-(4-methoxyphenyl (b), diferrocenyl (c) and diruthenocenyl (d), in the presence of elemental sulfur with yields of the 5a-d (35–57%), or in the presence of the additive NaHS, with yields of the 5a-d (45–72%) and 6a-d (10–18%). The characterization of the new compounds was conducted by IR, 1H and 13C NMR spectroscopy, elemental analysis, mass-spectrometry. In addition, X-ray crystallographic analysis of the compounds 5a,b,d was conducted. The redox properties of the heterocyclic compounds were investigated using cyclic (CV), differential pulse (DPV) and square wave (SWV) voltammetries.

Novel trifluoromethylated spiro-1,3,4-thiadiazoles via [3+2]-cycloadditions of 2,3-diphenylcyclopropenethione with selected in situ-generated nitrile imines derived from trifluoroacetonitrile

The in situ-generated N-aryl nitrile imines derived from trifluoroacetonitrile react efficiently with 2,3-diphenylcyclopropenethione to give spirocyclic 1,3,4-thiadiazole derivatives as products of a regio- and chemoselective [3+2]-cycloaddition in good t

A Cyclopropenethione-Phosphine Ligation for Rapid Biomolecule Labeling

Cyclopropenethiones are reported as new bioorthogonal reagents. These motifs react readily with substituted phosphines to provide thiocarbonyl adducts. In some cases, the ligations are >300-fold faster than analogous reactions with bioorthogonal cyclopropenones. Dialkyl cyclopropenethiones are also stable in aqueous buffers and can be used for biomolecule labeling in vitro and in cell lysate. The rapid reactivity and biocompatibility of cyclopropenethiones suggest that they will be useful probes for cellular studies.

Stereospecific Reactions of Donor–Acceptor Cyclopropanes with Thioketones: Access to Highly Substituted Tetrahydrothiophenes

Lewis-acid-catalyzed reactions of 2-substituted cyclopropane 1,1-dicarboxylates with thioketones are described. Highly substituted tetrahydrothiophenes with two adjacent quaternary carbon atoms were obtained in a stereospecific manner under mild conditions and in high yield when using AlCl3 as Lewis acid. Moreover, an intramolecular approach was successfully implemented to gain access to sulfur-bridged [n.2.1] bicyclic ring systems. Conversion of selenoketones, the heavier analogues, under similar conditions resulted in the formation of various tetrahydroselenophenes.

A new synthesis of (PhPSe2)2 (woollins reagent) and its use in the synthesis of novel P-Se heterocycles

A new and improved method for the preparation of (PhPSe2) 2 (Woollins reagent (WR), 1) is reported. Reaction of dichlorophenylphosphine with Na2Se, (prepared from the reaction of elemental selenium and sodium in liquid ammonia) gives WR with excellent purity, high yield and on a larger scale than was previously possible. Four novel phosphorus-selenium heterocycles, including a spirocyclic heterocycle exhibiting a four-membered P2SeC ring, were obtained from the reaction of WR with two reactive substrates (diphenylcyclopropenone and methyl phenylpropiolate). Useful selenocarbonyl and thiocarbonyl compounds were obtained from the reaction of both WR and Lawesson's reagent with diphenylcyclopropenone. All new compounds were characterised spectroscopically and three demonstrative X-ray structures are reported.