Bis(ethylenedioxy)tetrathiafulvalene

Base Information

• Chemical Name: Bis(ethylenedioxy)tetrathiafulvalene
• CAS No.: 120120-58-3
• Molecular Formula: C10H8 O4 S4
• Molecular Weight: 320.435
• DSSTox Substance ID: DTXSID10376288
• Nikkaji Number: J1.054.500E,J894.159I
• Wikidata: Q72465065
• Mol file: 120120-58-3.mol

Synonyms:Bis(ethylenedioxy)tetrathiafulvalene;120120-58-3;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]dioxine;Bisthylenedioxytetrathiafulvalene;SCHEMBL2516930;DTXSID10376288;FT-0704202;Bis-(ethylenedioxy)tetrathiafulvalene(bedo-ttf)

Chemical Property of Bis(ethylenedioxy)tetrathiafulvalene

Chemical Property:

• Vapor Pressure: 2.29E-05mmHg at 25°C
• Boiling Point: 370.9°Cat760mmHg
• Flash Point: 178.1°C
• PSA: 138.12000
• Density: 1.78g/cm³
• LogP: 3.41980
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 319.93054343
• Heavy Atom Count: 18
• Complexity: 412

Purity/Quality:

98%min ^*data from raw suppliers

BEDO-TTF 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(O1)SC(=C3SC4=C(S3)OCCO4)S2

Technology Process of Bis(ethylenedioxy)tetrathiafulvalene

There total 28 articles about Bis(ethylenedioxy)tetrathiafulvalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

4,5-bis(methoxycarbonyl)-1,3-dithiole-2-one (35802-08-5) + 4,5-ethylenedioxy-1,3-dithiole-2-thione (128457-00-1) → tetrakis(methoxycarbonyl)tetrathiafulvalene (26314-39-6) + bis(ethylenedioxy)tetrathiafulvalene (120120-58-3) + 4,5-ethylenedioxy-4',5'-bis(methoxycarbonyl)tetrathiafulvalene (130156-09-1)

Guidance literature:

With triethyl phosphite; at 60 ℃; for 4h;

DOI:10.3987/COM-00-S(I)79

Reference yield: 63.0%

5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dioxine-2-selone (120120-62-9) → bis(ethylenedioxy)tetrathiafulvalene (120120-58-3)

Guidance literature:

With phosphorous acid trimethyl ester; In benzene; Heating;

DOI:10.1021/ja00190a079

Reference yield: 59.0%

2,6,8,10-Tetrathiabicyclo<5.3.0>dec-1(7)-en-9-on (74962-30-4) + 4,5-ethylenedioxy-1,3-dithiole-2-thione (128457-00-1) → bis(propylenedithio)tetrathiafulvalene (66946-49-4) + bis(ethylenedioxy)tetrathiafulvalene (120120-58-3) + 2-(6,7-Dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepin-2-ylidene)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dioxine (130156-05-7)

Guidance literature:

With triethyl phosphite; at 65 ℃; for 6h;

DOI:10.1246/cl.1990.1279

upstream raw materials:

1,3-dithiol-2-one

4,5-ethylenedioxy-1,3-dithiole-2-thione

2-thioxo-1,3-benzodithiole

2,5-dioxa-7,9-dithiabicyclo<4.3.0>non-1(6)-en-8-one

Downstream raw materials:

C₁₆H₁₆N₂O₄S₄*C₁₂H₄N₄