120120-58-3

Basic information

• Product Name: BEDO-TTF
• Synonyms: BIS(ETHYLENEDIOXY)TETRATHIAFULVALENE;BEDO-TTF;2-(5,6-dihydro-1,3-Dithiolo[4,5-b][1,4]dioxin-2-ylidene)-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dioxin
• CAS NO: 120120-58-3
• Molecular Formula: C₁₀H₈O₄S₄
• Molecular Weight: 320.43
• Mol File: 120120-58-3.mol

Chemical Properties

• Boiling Point: 371℃
• Flash Point: 178℃
• Appearance: /
• Density: 1.78
• Vapor Pressure: 2.29E-05mmHg at 25°C
• Refractive Index: 1.814
• CAS DataBase Reference: BEDO-TTF(CAS DataBase Reference)
• NIST Chemistry Reference: BEDO-TTF(120120-58-3)
• EPA Substance Registry System: BEDO-TTF(120120-58-3)

Safety Data

• Hazardous Substances Data: 120120-58-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H8O4S4/c1-2-12-6-5(11-1)15-9(16-6)10-17-7-8(18-10)14-4-3-13-7/h1-4H2

Upstream product

• 2314-40-1 1,3-dithiol-2-one 
• 128457-00-1 4,5-ethylenedioxy-1,3-dithiole-2-thione 
• 934-36-1 2-thioxo-1,3-benzodithiole 
• 128347-04-6 2,5-dioxa-7,9-dithiabicyclo<4.3.0>non-1(6)-en-8-one 
• 35802-08-5 4,5-bis(methoxycarbonyl)-1,3-dithiole-2-one 
• 61485-46-9 4,5-bis(methylthio)-1,3-dithiol-2-one 
• 88726-61-8 4,5-(vinylenedithio)-1,3-dithiole-2-one 
• 85720-62-3 1,3-dithiolo{4,5-d}-1,3-dithiol-2-one 
• 120120-62-9 5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dioxine-2-selone 
• 128346-57-6 5,6-dihydro-2-oxo-1,3-thiaselenolo[2,3-d][1,4]thiaselenin 
• 74962-29-1 2,5,7,9-tetrathiabicyclo[4.3.0]non-1⁽⁶⁾-en-8-one 
• 116341-76-5 4-oxa-2,6,8,10-tetrathiabicyclo<5.3.0>dec-1(7)ene-9-one 
• 118355-61-6 4,5-ethylenediseleno-1,3-dithiol-2-one 
• 88682-23-9 4,5-(ethylenedithio)-1,3-diselenole-2-one 

Downstream Products

• 1421710-92-0 C₁₆H₁₆N₂O₄S₄*C₁₂H₄N₄ 

Relevant articles and documents

Efficient synthesis of EDO-S,S-DMEDT-TTF, a potent organic-donor for synthetic metals

Optically active ethylenedioxy-S,S-dimethylethylene-dithiotetrathiafulvalene (EDO-S,S-DMEDT-TTF: 1) has been synthesized in satisfactory yield using a triethyl phosphite-mediated cross-coupling of (5S,6S)-5,6-dimethyl-1,3-dithiolane-2-one 4 with unsubstituted 1,3-dithiolane-2-thione 6.

4,5-Ethylenedioxy-4',5'-ethylenedithiotetrathiafulvalene (EOET): a New Unsymmetrical Electron Donor

The synthesis, characterization, electrochemical properties, and preliminary X-ray structural data of the title electron donor, a hybrid of bis(ethylenedithio)tetrathiafulvalene and bis(ethylenedioxy)tetrathiafulvalene, are 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.

Anomalous ring cleavage of 1,3-dithiole- and 1,3-diselenole-2-thiones under the cross-coupling conditions using triethyl phosphite

The ring cleavage of 4,5-ethylenedioxy-1,3-dithiole- and -1,3-diselenole-2-thiones, followed by the reaction with 4,5- bis(methoxycarbonyl)-1,3-diselenole-2-one took place under the phosphite-mediated cross-coupling conditions to afford 2-thioxo- and 2-(s

Syntheses, structure and conducting properties of halogenated ethylenedioxytetrathiafulvalenes

4,5-Diiodo-, 4,5-dibromo-, and 4,5-dichloro-4′,5′-ethylenedioxytetrathiafulvalenes (EDO-TTFI2, EDO-TTFBr2, and EDO-TTFCl2) were synthesized in moderate to good yields by the two routes. The first route contains the reaction of EDO-TTF with LDA, followed by quenching with halogenated reagents, and the second route consists of the P(OR)3-mediated cross-coupling of 4,5-dihalogenated 1,3-dithiole-2-ones with 4,5-ethylenedioxy-1,3-dithiole-2-thione. The structures of EDO-TTFI2 and EDO-TTFCl2 were determined by X-Ray analysis. The radical-cation salts derived from EDO-TTFI2, EDO-TTFBr2, and EDO-TTFCl2 show high conductivities, although these compounds contain electron-withdrawing halogens as the substituent.

Ethylenedithio(ethylenedioxo)diselenadithiafulvalene (TOST) and Ethylenediseleno(ethylenedioxo)tetrathiafulvalene (SO): New Unsymmetrical ?-Donors containing Three Elements in Group 16 (O, S, and Se)

The synthesis and characterization of new unsymmetrical bis(ethylenedithio)tetrathiafulvalene (ET) analogues ethylenedithio(ethylenedioxo)diselenadithiafulvalene (TOST) and ethylenediseleno(ethylenedioxo)tetrathiafulvalene (SO) that contain three elements in group 16 (O, S and Se) and their cation radical salts are reported.

4,5-Ethylenedithio-1-selenole-3-thiole-2-one as Starting Material for the Preparation of New Tetrachalcogenafulvalenes

Starting from 3-chloro-2-oxo-1,4-dithiane the title compound was prepared and characterized analytically and spectroscopically.It was used then for the preparation of some new tetrachalcogenafulvalenes (?-donor molecules). Key words: Tetrachalcogenafulvalenes, ?-Donors, Organic Conductors

5,6-Ethylenediseleno-1,3-dithiolo-dithiin-2-thione as Starting Material for the Preparation of New Tetrathiafulvalenes

Tetrathiafulvalenes, ?-Donors, Organic ConductorsStarting from 1,3-dithiolodithiin-2-thione, the title thione was prepared by a fourstep sequence (lithiation with lithium diisopropylamide, addition of Se, treatment with ZnCl2 in the presence of n-Bu4NBr, and alkylation with 1,2-dibromoethane).Self-coupling as well as cross-coupling with similar compounds via triethyl phosphite afforded new tetrathiafulvalenes, precursors of conducting salts.

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.

Ethylenedioxytetrathiafulvenes: New Unsymmetrical ?-Donors

Ethylenedioxybenzotetrathiafulvalene (EDOBTTF), ethylenedioxypyridinotetrathiafulvalene (EDOPTTF), ethylenedioxymethylenedithiotetrathiafulvalene (EDOMDTTTF), ethylenedioxyvinylenedithiotetrathiafulvalene (EDOVDTTTF), and ethylenedioxymethylenediselenotetrathiafulvalene (EDOMDSTTF) have been prepared and characterized analytically and spectroscopically.