61485-46-9

Basic information

• Product Name: 4,5-BIS(METHYLTHIO)-1,3-DITHIOL-2-ONE
• Synonyms: 4,5-BIS(METHYLTHIO)-1,3-DITHIOLE-2-ONE;RARECHEM AR PA 0058;4,5-BIS(METHYLTHIO)-1,3-DITHIOL-2-ONE 97%;4,5-BIS(METHYLTHIO)-1,3-DITHIOL-2-ONE;4,5-bis(methylsulfanyl)-1,3-dithiol-2-one
• CAS NO: 61485-46-9
• Molecular Formula: C₅H₆OS₄
• Molecular Weight: 210.36
• Product Categories: Sulphur Derivatives;Charge Transfer Complexes (Synthetic Intermediates);Charge Transfer Complexes for Organic Metals;Functional Materials
• Mol File: 61485-46-9.mol

Chemical Properties

• Melting Point: 56-60 °C(lit.)
• Boiling Point: 304.8°C at 760 mmHg
• Flash Point: 134.5°C
• Appearance: /
• Density: 1.5g/cm³
• Vapor Pressure: 0.000855mmHg at 25°C
• Refractive Index: 1.715
• CAS DataBase Reference: 4,5-BIS(METHYLTHIO)-1,3-DITHIOL-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-BIS(METHYLTHIO)-1,3-DITHIOL-2-ONE(61485-46-9)
• EPA Substance Registry System: 4,5-BIS(METHYLTHIO)-1,3-DITHIOL-2-ONE(61485-46-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 61485-46-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4,5-BIS(METHYLTHIO)-1,3-DITHIOL-2-ONE is used as a building block in the synthesis of various organic compounds, particularly in the development of pharmaceuticals. Its pharmacological properties, including the ability to inhibit platelet aggregation and act as an anti-inflammatory agent, make it a valuable component in the creation of new therapeutic agents.
Used in Chemical Synthesis:
In the chemical industry, 4,5-BIS(METHYLTHIO)-1,3-DITHIOL-2-ONE serves as a key intermediate in the synthesis of a wide range of organic compounds. Its unique structure and reactivity contribute to the development of new chemical entities with diverse applications.
Used in Research and Development:
4,5-BIS(METHYLTHIO)-1,3-DITHIOL-2-ONE is utilized in research and development settings to explore its potential applications and properties further. Its pharmacological activities and chemical behavior are of interest to scientists working on new drug discoveries and innovative materials.

InChI:InChI=1/C5H6OS4/c1-7-3-4(8-2)10-5(6)9-3/h1-2H3

Upstream product

• 64394-45-2 2,5-diketo-1,3,4,6-tetrathiapentalene 
• 74-88-4 methyl iodide 
• 74962-32-6 <1,2-Bis(methylthio)vinyl>-morpholinodithioformat 
• 49638-64-4 4,5-bis(methylthio)-1,3-dithiole-2-thione 

Downstream Products

• 51501-77-0 tetrakis(methylthio)tetrathiafulvalene 
• 250687-33-3 2-[4,5-bis(methylthio)-1,3-dithiole-2-ylidene]-N-tosyl-(1,3)-dithiolo[4,5-c]pyrrole 
• 364595-65-3 (bis(diphenylphosphino)ferrocene)platinum(II)(1,2-bis(methylthio)ethylene-1,2-dithiolate) 

Relevant articles and documents

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.

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.

Tetrathiafulvalene derivative precursors, tetrathiafulvalene derivatives, and processes for producing them

A tetrathiafulvalene derivative precursor represented by formula (1), a tetrathiafulvalene derivative represented by formula (6), and processes for producing the tetrathiafulvalene derivative precursor and the tetrathiafulvalene derivative: STR1 wherein R1 and R2 may be the same or different and represent organic groups that may be linked together to form a ring.

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.

Polymer-Supported Diaryl Selenoxide and Telluroxide as Mild and Selective Oxidizing Agents

Polystyrene-bound diaryl selenoxide and telluroxide have been prepared, which behaved as mild oxidizing agents for thiols to disulfide, phosphines to phosphine oxides, hydroquinone and catechol to p- and o-benzoquinones, and thioketones to oxo compounds.The telluroxide completed these reactions in shorter periods or under milder conditions than the selenoxide.In addition, they effected novel solvent-dependent reactions of thioamides involving thioureas to 1,2,4-thiadiazoles or to nitriles.In nonacidic solvents, the dehydrosulfurization to nitriles occured in preference to the oxidative dimerization to 1,2,4-thiadiazoles, but an acidic solvent such as acetic acid promoted the latter reaction.

Comparison of the Thermal, Photochemical, and Mass Spectrometric Fragmentation of Sulphur Heterocycles with cis-Dithioethene-Structure

The mass spectrometric primary fragmentation of 3-methylthio-1,4,2-dithiazines 1, 1,4-dithiins 2, 2,3-dihydro-1,4-dithiin-2-ones 4, 1,3-dithiole-2-ones 5, 2-imino-1,3-dithioles 6 and 1,3-dithiole-2-thiones 7 is compared with their thermolytical and photochemical reaction.In the mass spectra an intense peak of the dithiete radical ion is observed, if in the compounds an energetically favourable neutral molecule is preformed: in 1 methyl rhodanide, in 3 ethene, in 4 ketene, in 5 carbon monoxide and in 6 hydrogen cyanide.The substances 1, 3-6 - with the restriction by 3 - yield photochemically the dithiete, too.The photolysis of dithiazines 1 is wave length dewpendent.Mass spectrometrically, thermally and photochemically the dithiins 2 form thiophenes.The dithiolethiones 7 decompose mass spectrometrically and thermally into carbon disulfide, sulfur and ethynes, but photochemically they form tetrathiafulvalenes.The fragmentation of the compounds 1-6 is analogous in mass spectrometry and photolysis; 2, 3, 5 and with reservation 1 show similar mass spectrometric, thermal and photochemical reactivity.Posible reasons for these analogies are discussed.The dithietes, generated by photolysis of the compounds 1, 4, 5 or 6 react with iron penta-, nickel tetra-, molybdenum hexa- and tungsten hexacarbonyl in the preparative scale to the corresponding dithiolene complexes.

Thion- und Dithioester, XXIV Synthese von Tetrathiooxalestern

Reduction of carbon disulfide with potassium in dimethylformamide and subsequent alkylation yields the isotrithiones 2, which have been desulfurised with mercury acetate to give the 1,3-dithiol-2-ones 3. 2a is also available by a stepwise synthesis starting with methyl (methylthio)dithioacetate (6).The photochemical decarbonylation of 4,5-bis(methylthio)-1,3-dithiol-2-one (3a) leads to the formation of dimethyl tetrathiooxalate (11a).In solution 11a is in equilibrium with its dimer 13.Cyclic tetrathiooxalates are probably unstable at room temperature.

Electrochemical Synthesis of Tetrathioethylenes

Electrochemical reduction of 4,5-bis(alkylthio)-1,3-dithiol-2-ones (1a-d) in aprotic medium, followed by alkylation, gives tetrathioethylenes (2) in nearly quantitative yield.A similar reduction and alkylation of 1,3,4,6-tetrathiapentalene-2,5-dione (3) leads to 1 in almost quantitative yield. 4,5-Bis(alkylthio)-1,3-dithiole-2-thiones (4) gives tetrathiooethylenes under similar conditions in lower yield than 1.The mechanism of the reactions is discussed on the basis of the preparative and cyclic voltammetric results.