Bis(trimethylenedithio)tetrathiafulvalene

Base Information

• Chemical Name: Bis(trimethylenedithio)tetrathiafulvalene
• CAS No.: 66946-49-4
• Molecular Formula: C12H12S8
• Molecular Weight: 412.74
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40348291
• Nikkaji Number: J2.955.618K,J236.182E
• Wikidata: Q82122992
• Mol file: 66946-49-4.mol

Synonyms:Bis(trimethylenedithio)tetrathiafulvalene;66946-49-4;BPDT-TTF;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]dithiepine;Bis(trimethylenedithio)tetrathiafulvalene [Organic Electronic Material];bis-(Trimethylenedithio)tetrathiafulvalene;SCHEMBL6024596;DTXSID40348291;MFCD00060080;Bis(1,3-propylenedithio)tetrathiafulvalene;B1244;CS-0373754;FT-0766678;D88772;Bis(trimethylenedithio)tetrathiafulvalene [Organic Electronic Material],;6,6',7,7'-tetrahydro-5H,5'H-2,2'-bi[1,3]dithiolo[4,5-b][1,4]dithiepinylidene

Chemical Property of Bis(trimethylenedithio)tetrathiafulvalene

Chemical Property:

• Vapor Pressure: 2.3E-10mmHg at 25°C
• Melting Point: 250 °C
• Boiling Point: 519.2°C at 760 mmHg
• Flash Point: 278.4°C
• PSA: 202.40000
• Density: 1.7g/cm³
• LogP: 7.06640
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 411.8704698
• Heavy Atom Count: 20
• Complexity: 432

Purity/Quality:

98%,99%, ^*data from raw suppliers

Bis(trimethylenedithio)tetrathiafulvalene [Organic Electronic Material] >97.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC2=C(SC1)SC(=C3SC4=C(S3)SCCCS4)S2

Technology Process of Bis(trimethylenedithio)tetrathiafulvalene

There total 22 articles about Bis(trimethylenedithio)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%

6,7-Dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2-selone (140424-24-4) → bis(propylenedithio)tetrathiafulvalene (66946-49-4)

Guidance literature:

With acetic acid; triphenylphosphine; In N,N-dimethyl-formamide; at 65 - 70 ℃; for 1.5h;

DOI:10.1007/BF00484377

Reference yield: 68.0%

tetrathiafulvalene (31366-25-3) + 1,3-bis(ethoxycarbonyldithio)propane (202270-73-3) → bis(propylenedithio)tetrathiafulvalene (66946-49-4)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1039/a707814e

Reference yield: 68.0%

1,4,5,8-tetrathianaphthalene (255-55-0) + 1,3-bis(ethoxycarbonyldithio)propane (202270-73-3) → bis(propylenedithio)tetrathiafulvalene (66946-49-4)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1039/a707814e

upstream raw materials:

4,5-bis(methoxycarbonyl)-1,3-dithiole-2-thione

2,6,8,10-Tetrathiabicyclo<5.3.0>dec-1(7)-en-9-on

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

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

Refernces

• 1、 Mousdis,Papavassiliou,Psaroudakis,Anyfantis. "Synthesis of some new electron π-donors containing methoxy groups". . p. 839 - 841. Retrieved 2007/10/03.
• 2、 Ikegawa, Shunjiro,Miyawaki, Kenji,Nogami, Takashi,Shirota, Yasuhiko. "Synthesis of New Unsymmetrical Multi-Sulfur TTF Derivatives". . p. 2770 - 2772. Retrieved 2007/10/02.