74962-29-1

Basic information

• Product Name: 4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE
• Synonyms: 5,6-Dihydro-1,3-dithiolo[4,5-b][1,4]dithiin-2-one;ethylenedithiodithiolone;RARECHEM AR PA 0060;4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE;4,5-ETHYLENEDITHIO-1,3-DITHIOLE-2-ONE;4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE 97%;1,3-Dithiolo[4,5-b][1,4]dithiin-2-one, 5,6-dihydro-
• CAS NO: 74962-29-1
• Molecular Formula: C₅H₄OS₄
• Molecular Weight: 208.34
• Product Categories: Sulphur Derivatives;Charge Transfer Complexes (Synthetic Intermediates);Charge Transfer Complexes for Organic Metals;Functional Materials;Heterocyclic Building Blocks;Others;S-Containing
• Mol File: 74962-29-1.mol
• Article Data: 14

Chemical Properties

• Melting Point: 128-132 °C(lit.)
• Boiling Point: 357°C at 760 mmHg
• Flash Point: 169.4°C
• Appearance: /
• Density: 1.72g/cm³
• Vapor Pressure: 2.82E-05mmHg at 25°C
• Refractive Index: 1.825
• CAS DataBase Reference: 4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE(74962-29-1)
• EPA Substance Registry System: 4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE(74962-29-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 74962-29-1(Hazardous Substances Data)

Usage

General Description

4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE is a chemical compound with the molecular formula C3H2OS3. It is a dithiolone derivative, also known as monothiolone, and is commonly used as a corrosion inhibitor and rubber accelerator. It is a yellowish to dark brown solid with a characteristic odor. 4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE is stable under normal conditions but should be stored in a cool, dry place away from heat and sources of ignition. It is important to handle it with care and use appropriate protective equipment when working with this chemical.

InChI:InChI=1/C5H4OS4/c6-5-9-3-4(10-5)8-2-1-7-3/h1-2H2

Upstream product

• 64394-45-2 2,5-diketo-1,3,4,6-tetrathiapentalene 
• 106-93-4 ethylene dibromide 
• 59089-89-3 4,5-Ethylenedithio-1,3-dithiole-2-thione 
• 120627-40-9 2-Oxo-3-(i-propoxythiocarbonylthio)-1,4-dithiane 

Downstream Products

• 66946-48-3 bis(ethylenedithio)tetrathiofulvalene 
• 144868-70-2 Acetic acid 4-[5,4',5'-tris-(4-acetoxy-benzylsulfanyl)-[2,2']bi[[1,3]dithiolylidene]-4-ylsulfanylmethyl]-phenyl ester 
• 161081-10-3 4,5-bis(p-acetoxybenzylthio)-1,3-dithiole-2-[(4,5-ethylenedithio)-1,3-dithiole-2-ylidene] 
• 1455499-55-4 4,5-ethylenedithio-6'-methyl-5'-(p-toluenesulfonyl)benzimidazole[4',5'-f]-2,2'-bi-1,3-dithiolylidene 
• 1455499-83-8 C₈Cl₂N₂O₂*C₁₄H₁₀N₂S₆ 
• 1455499-84-9 C₁₂F₄N₄*C₁₄H₁₀N₂S₆ 
• 1455499-85-0 C₁₂H₄N₄*C₁₄H₁₀N₂S₆ 
• 1455449-70-3 C₂₀H₁₉NOS₈ 
• 1455449-69-0 (1′R,5R)-N-(1′-phenylethyl)-(BEDT-TTF)acetamide 
• 217189-99-6 [Au(C₇H₉O₂S₄)(P(C₆H₅)3)] 
• 217190-01-7 [Au(C₇H₉O₂S₄)(P(C₆H₅)2CH₃)] 
• 217190-23-3 Au2(μ-5,6-dihydro-1,4-dithiine-2,3-dithiolate)(PPh3)2 
• 217190-10-8 [Au(C₆H₇O₂S₄)(P(C₆H₅)3)] 
• 217190-04-0 [Au(C₇H₉O₂S₄)(As(C₆H₅)3)] 

Relevant articles and documents

Improved Synthesis of Bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF): ?-Donor for Synthetic Metals

2,5,7,9-Tetrathiabicyclonon-1(6)-en-8-thione (3) is prepared in increased yield by isolating the intermediate 4,5-dimercapto-1,3-dithiole-2-thione disodium salt (2) which undergoes efficient ringclosure with 1,2-dibromoethane.Quantitative oxidation of (3) with mercuric acetate to 2,5,7,9-tetrathiabicyclonon-1(6)-en-8-one (4) followed by coupling with triethyl phosphite yields bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF) in high overall yield.

Structure and physical properties of a hydrogen-bonded self-assembled material composed of a carbamoylmethyl substituted TTF derivative

Crystal structures of the carbamoylmethyl substituted TTF derivative AMET are characterized by polymeric hydrogen bonding between amide groups. As a result, the TTF moieties stack in parallel even in the neutral crystal. The νNH absorbtions of

Synthesis of unsymmetrical tetrathiafulvalene derivatives via Me3Al-promoted reactions of organotin compounds with esters

Efficient synthetic methods for the construction of a wide variety of unsymmetrical tetrathiafulvalenes (TTFs) via the Me3Al-promoted reactions of organotin thiolates or selenolates with esters are described. Reaction of tin thiolates (3a-c and 10) and selenolates (3d, 5, and 7) with esters (11a,b) in the presence Of Me3Al as a Lewis acid gave dihydrotetrathiafulvalene derivatives (12, 14, 15, and 17-20) and 1,3-dithiane derivatives (13 and 16). In addition, the synthesis of diselenadithiafulvalene derivatives (25-28) could be accomplished by Me3Al-mediated reaction of tin thiolate (2a) or selenolates (3d and 5) with esters (22a, 22d, and 24). Furthermore, the application of the Me3Al-promoted reaction of tin thiolate (34) with esters (11a-b, 22a-d, and 35a-b) for the synthesis of unsymmetrical TTFs-fused donors enabled us to obtain various TTFs-fused systems (29-33) in short steps.

STUDY ON THE SYNTHESIS OF THE ELECTRON DONOR MOLECULE OF (BEDT-TTF)

Two kinds of synthetic methods for the organic donor molecule BEDT-TTF or ET are reviewed and compared.Through detailed and systematic studies of the synthesis of BEDT-TTF, a convenient, reliable, ready and high-yield synthetic procedure is presented, which is superior to the methods reported to date in terms of the yield and reproducibility.Key words: Electron donor, BEDT-TTF, ET, synthesis, synthetic metal.