66946-49-4

Basic information

• Product Name: BIS(TRIMETHYLENEDITHIO)TETRATHIAFULVALENE
• Synonyms: BIS(TRIMETHYLENEDITHIO)TETRATHIAFULVALENE;BIS(1,3-PROPYLENEDITHIO)TETRATHIAFULVALENE;BPDT-TTF;organicelectronicmaterial;Bis(trimethylenedithio)tetrathiafulvalene [Organic Electronic Material];2-[(6,7-Dihydro-5H-1,3-dithiolo[4,5-b][1,4]dithiepin)-2-ylidene]-6,7-dihydro-5H-1,3-dithiolo[4,5-b][1,4]dithiepin;6,6',7,7'-Tetrahydro-Δ2,2'-bi(5H-1,3-dithiolo[4,5-b][1,4]dithiepin);6,6',7,7'-Tetrahydro-Δ2,2'-bi[5H-1,3-dithiolo[4,5-b][1,4]dithiepin]
• CAS NO: 66946-49-4
• Molecular Formula: C12H12S8
• Molecular Weight: 412.74
• Product Categories: Charge Transfer Complexes for Organic Metals;Donors (Charge Transfer Complexes);Functional Materials;TTF Derivatives
• Mol File: 66946-49-4.mol

Chemical Properties

• Melting Point: 250 °C
• Boiling Point: 519.2°C at 760 mmHg
• Flash Point: 278.4°C
• Appearance: /
• Density: 1.7g/cm³
• Vapor Pressure: 2.3E-10mmHg at 25°C
• Refractive Index: 1.889
• CAS DataBase Reference: BIS(TRIMETHYLENEDITHIO)TETRATHIAFULVALENE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(TRIMETHYLENEDITHIO)TETRATHIAFULVALENE(66946-49-4)
• EPA Substance Registry System: BIS(TRIMETHYLENEDITHIO)TETRATHIAFULVALENE(66946-49-4)

Safety Data

• Hazardous Substances Data: 66946-49-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Electronic Devices:
BIS(TRIMETHYLENEDITHIO)TETRATHIAFULVALENE is used as a component in organic semiconductors for its conductive properties and ability to form charge-transfer complexes with various electron acceptors.
Used in Field-Effect Transistors:
BIS(TRIMETHYLENEDITHIO)TETRATHIAFULVALENE is used as a material in field-effect transistors due to its potential for use in electronic devices.
Used in Photovoltaic Cells:
BIS(TRIMETHYLENEDITHIO)TETRATHIAFULVALENE is used as a component in photovoltaic cells for its potential applications in organic electronic devices.
Used in Molecular Electronics:
BIS(TRIMETHYLENEDITHIO)TETRATHIAFULVALENE is used as a building block in molecular electronics for its interesting electronic and magnetic properties.
Used in Organic Materials:
BIS(TRIMETHYLENEDITHIO)TETRATHIAFULVALENE is used as a building block for new organic materials with unique electronic and magnetic properties.

InChI:InChI=1/C12H12S8/c1-3-13-7-8(14-4-1)18-11(17-7)12-19-9-10(20-12)16-6-2-5-15-9/h1-6H2

Upstream product

• 7396-41-0 4,5-bis(methoxycarbonyl)-1,3-dithiole-2-thione 
• 74962-30-4 2,6,8,10-Tetrathiabicyclo<5.3.0>dec-1(7)-en-9-on 
• 65259-97-4 4,5-propylenedithio-1,3-dithiole-2-thione 
• 59089-89-3 4,5-Ethylenedithio-1,3-dithiole-2-thione 
• 85720-62-3 1,3-dithiolo{4,5-d}-1,3-dithiol-2-one 
• 64394-49-6 tetrathiafulvalene-tetrathiolate 
• 31366-25-3 tetrathiafulvalene 
• 202270-73-3 1,3-bis(ethoxycarbonyldithio)propane 
• 255-55-0 1,4,5,8-tetrathianaphthalene 
• 844698-06-2 5,6-dimethoxy-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione 
• 64394-47-4 5-(5-Oxo<1,3>dithiolo<4,5-d>-1,3-dithiol-2-yliden)<1,3>dithiolo<4,5-d>-1,3-dithiol-2-on 
• 140424-24-4 6,7-Dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2-selone 
• 144000-05-5 2-isopropylidene-1,3-dithiolo<4,5-d>-1,3-dithiol-2-one 
• 56446-36-7 cyclopenta-1,3-diselenole-2-selone 

Relevant articles and documents

(2-Methylidene-1,3-dithiolotetrathiafulvalene (DT-TTF): New Unsymmetrical TTFs condensed with 1,3-Dithiol-2-ylidene Moietes

The synthesis and properties of the unsymmetrical tetrathiafulvalenes condensed with 1,3-dithiol-2-ylidene moieties are described; the electrical properties of several cation radical salts are also presented.

Synthesis of some new electron π-donors containing methoxy groups

The synthesis of some new electron π-donors carrying four or two methoxy groups is described. The precursor 5,6-dimethoxy-5,6-dihydro[1,3]dithiolo[4,5- b] [1,4]dithiin-2-thione was synthesized and by coupling reactions the symmetrical 5,6,5′,6′-tetramethoxy-5,6,5′,6′-tetrahydro- [2,2′]bi[[1,3]dithiolo[4,5-b][1,4]dithiinylidene] and unsymmetrical 5,6-dimethoxy-5,6,5′,6′-tetrahydro-[2,2′]bi[[1,3]-dithiolo[4, 5-[1,4]dithiinylidene], 2-(5,6-dimethoxy-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4] dithiin-2-ylidene)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]-dioxine and (5,6-dimethoxy-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-6, 7-dihydro-5H-[1,3]dithiolo[4,5-6][1,4]dithiepine donors were prepared. They have been characterized spectroscopically and their redox potentials determined using cyclic voltammetry.

A high yield conversion of tetrathiafulvalene into bis(ethylenedithio)tetrathiafulvalene and derivatives

TTF is converted into BEDT-TTF (80%) in a one pot reaction.

Synthesis of New Unsymmetrical Multi-Sulfur TTF Derivatives

Multi-sulfur TTF derivatives with eight or nine sulfur atoms were synthesized for the development of new conducting organic salts.Their oxidation potentials were measured, and compared with those of the related donor molecules.The electrical conductivities of some of the ion radical salts were measured.

Unsymmetrically Substituted Ethylenedioxytetrathiafulvalenes

Seven new electron donors, 4,5-ethylenedioxytetrathiafulvalenes where 4',5'-substituents are trimethylenedithio, ethylenedithio, methylenedithio, 2-oxatrimethylenedithio, methylthio, hydrogen and methyl carboxylate, are prepared, and their electrochemical properties are investigated.

BIS (ALKYLTHIO) TETRATHIAFULVALENES AND A FEW OF THEIR SALTS

Some unsymmetrical bis(alkylthio)tetrathiafulvalenes (?-donors) and a number of their charge transfer complexes and cation radical salts of the type DmXn (where D=?-donor, X=TCNQ, I3, IBr2, PF6, ClO4) have been prepared and studied.

4,5-METHYLENEDITHIO-4',5'-PROPYLENEDITHIOTETRATHIAFULVALENE (MPT) AND 4,5-ETHYLENEDITHIO-4',5'-PROPYLENEDITHIOTETRATHIAFULVALENE (EPT)

Title elctron donors, unsymmetrical analogs of Bis(ethylenedithio)tetrathiafulvalene, are synthesized.The utility of 252Cf Plasma Desorption Mass Spectrometry in the characterization and purity determination is also reported.

Unsymmetrically Substituted Dithiadiselenafulvalene Donors for Organic Metals. Synthesis and Conductivity of the Charge-transfer Salts

New unsymmetrical dithiadiselenafulvalene donors and their radical cation salts with inorganic anions have been prepared; among the salts dimethyl(ethylenedithio)dithiaselenafulvalene salts exhibit the highest electrical conductivity.

Synthesis of Unsymmetrical Tetrathiafulvalenes and Electrical Conductivities of Their Tetracyanoquinodimethane Complexes

The preparation of some unsymmetrical tetrathiafulvalenes and the electrical conductivities of their charge transfer complexes with tetracyanoquinodimethane (TCNQ) are described; the ethylenedithio(trimethylene)tetrathiafulvalene-TCNQ complex exhibited higher conductivity than complexes of tetrathiafulvalene, tetramethyltetrathiafulvalene, and hexamethylenetetrathiafulvalene with TCNQ.