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

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

Uses

Used in Chemical Industry:
4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE is used as a corrosion inhibitor for protecting metal surfaces from corrosion, particularly in industrial settings where metal components are exposed to corrosive environments.
Used in Rubber Industry:
4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE is used as a rubber accelerator to enhance the vulcanization process in rubber manufacturing. It helps to speed up the curing process, resulting in improved rubber properties and reduced production time.
It is important to handle 4,5-ETHYLENEDITHIO-1,3-DITHIOL-2-ONE with care and use appropriate protective equipment when working with this chemical to ensure safety and minimize potential health risks.

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

Upstream product

• 120627-40-9 2-Oxo-3-(i-propoxythiocarbonylthio)-1,4-dithiane 
• 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 

Downstream Products

• 31366-25-3 tetrathiafulvalene 
• 66946-48-3 bis(ethylenedithio)tetrathiofulvalene 
• 97307-49-8 ethylenedithiotetrathiafulvalene 
• 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] 
• 158871-27-3 4,5-bis(cyanoethylthio)-1,3-dithiole-2-[(4,5-ethylenedithio)-1,3-dithiole-2-ylidene] 
• 132765-36-7 2,3,6,7-tetrakis(2-cyanoethylthio)tetrathiafulvalene 
• 287924-74-7 5-(t-butyldiphenylsilyloxy)methyl-5,6-dihydro-2-(5',6'-dihydro-1,3-dithiolo[4,5-b]-1,4-dithiin-2'-ylidene)-1,3-dithiolo[4,5-b]-1,4-dithiin 
• 217190-12-0 [Au(C₆H₇O₂S₄)(As(C₆H₅)3)] 
• 217190-04-0 [Au(C₇H₉O₂S₄)(As(C₆H₅)3)] 
• 217190-10-8 [Au(C₆H₇O₂S₄)(P(C₆H₅)3)] 
• 217189-99-6 [Au(C₇H₉O₂S₄)(P(C₆H₅)3)] 
• 217190-01-7 [Au(C₇H₉O₂S₄)(P(C₆H₅)2CH₃)] 

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

New tetrathiafulvalenes containing carbazole and 1,3,5-triazine fragments: Synthesis, electro-chemical and optical properties

New tetrathiafulvalenes, containing carbazole and 1,3,5-triazine fragments added to the tetrathia-fulvalene ring by means of a S-CH2-CH 2-O bridge, were synthesized. The electrochemical properties of the initial compounds and of the final products were investigated by cyclic voltammetry. The optical characteristics of their solutions were studied by UV absorption spectroscopy and fluorescence spectroscopy.

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.

Bis(methylthio)ethylenedithiotetrathia-fulvalene

The title compound {alternative nomenclature: 2-[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-5,6-dihydro-1,3-dithiolo[4,5-b][1, 4]dithiine}, C10H10S8, is a molecular crystal with typical values for bond distances and angles. The molecules form columns along the c axis. The intermolecular S...S distances indicate the presence of van der Waals interactions between the columns.

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.

A facile synthesis of bis(ethylenedithio)tetrathiafulvalene

5,6-Dihydro-1,3-dithiolo[4,5-b][1,4]dithiin-2-one (3) was prepared in one step starting from thiapendione (1; [1,3]dithiolo[4,5-d][1,3]dithiole-2,5-dione) in 55% yield via 4,5-dimercapto-1,3-dithiol-2-one (2). Coupling of 3 in triethyl phosphite gave bis(

An Unusual Synthesis of Tetrakis(trifluoromethyl)tetrathiafulvalene

Tetrakis(trifluoromethyl)tetrathiafulvalene (5) was formed in a phase-tranfer-catalyzed unusual one-step reaction by basic cleavage and subsequent alkylation of 1,3,4,6-tetrathiapentalene-2,5-dione (thiapendione) (1) with 2,3-dichlorohexafluoro-2-butene.As an example of the normal course of this reaction the synthesis of 4,5-(ethylenedithio)-1,3-dithiol-2-one (3) is described.

TRANSITION-METAL 1,2-DIHETEROLENES AND POLYHETEROTETRAHETERAFULVALENES: PRECURSORS OF CONDUCTING SOLIDS

Methods for synthesis and properties of oxygen-, sulfur-, selenium-, and nitrogen-containing transition-metal 1,2-diheterolenes and polyheterotetraheterafulvalenes are described.Also, the preparation and properties of some conducting salts based on these compounds are briefly discussed.

Synthesis of Bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF)

2-Oxo-5,6-dihydro-1,3-dithiolodithiin (4) was prepared in four steps from cheap starting materials in high overall yield.Coupling of 4 with trimethyl phosphite in toluene gave bis(ethylenedithio)tetrathiafulvalene (5; BEDT-TTF); 2,2'-bi-5,6-dihydro-1,3-dithiolodithiinylidene) in 96percent yield.