132765-36-7

Basic information

• Product Name: 2,3,6,7-Tetrakis(2-cyanoethylthio)tetrathiafulvalene
• Synonyms: 2,3,6,7-Tetrakis(2-cyanoethylthio)tetrathiafulvalene
• CAS NO: 132765-36-7
• Molecular Formula: C₁₈H₁₆N₄S₈
• Molecular Weight: 544.86644
• Mol File: 132765-36-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 189.0 to 193.0 °C
• Boiling Point: 694.9±55.0 °C(Predicted)
• Appearance: /
• Density: 1.54±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 2,3,6,7-Tetrakis(2-cyanoethylthio)tetrathiafulvalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,6,7-Tetrakis(2-cyanoethylthio)tetrathiafulvalene(132765-36-7)
• EPA Substance Registry System: 2,3,6,7-Tetrakis(2-cyanoethylthio)tetrathiafulvalene(132765-36-7)

Safety Data

• RIDADR: UN 3439 6.1/PG III
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 132765-36-7(Hazardous Substances Data)

Usage

Description

2,3,6,7-Tetrakis(2-cyanoethylthio)tetrathiafulvalene is a chemical compound with the molecular formula C16H16N4S8. It is characterized by its charge-transfer properties and is known for its potential applications in various fields.

Uses

Used in Conductive Nanowires:
2,3,6,7-Tetrakis(2-cyanoethylthio)tetrathiafulvalene is used as a conductive material for the preparation of single nanowires. Its charge-transfer properties make it a suitable candidate for this application, allowing for the development of advanced nanowire-based devices and technologies.

Upstream product

• 158871-28-4 4,5-bis(2-cyanoethylthio)-1,3-dithiol-2-one 
• 1395325-42-4 2-thioxobenzo[d][1,3]dithiole-5-carbonitrile 
• 4428-04-0 [1,3]dithiolo[4,5-b]pyrazine-2-one 
• 930-35-8 1,3-dithiol-2-thione 
• 1204138-60-2 4,5-bis(3,5-di-tert-butylbenzylthio)-1,3-dithiole-2-thione 
• 132765-35-6 4,5-bis((2-cyanoethyl)thio)-1,3-dithiole-2-thione 
• 1004312-27-9 C₁₀H₁₀S₅ 
• 300766-27-2 N-(2-tert-butyldiphenylsiloxyethyl)-4,6-dihydro-(1,3)-dithiolo[4,5-c]pyrrole-2-thione 
• 300766-33-0 N-(2-tert-butyldiphenylsiloxyethyl)-(1,3)-dithiolo[4,5-c]pyrrole-2-thione 
• 300766-25-0 4,6-dihydro-N-[2-(tetrahydropyran-2-oxy)ethyl]-(1,3)-dithiolo[4,5-c]pyrrole-2-thione 
• 74962-29-1 2,5,7,9-tetrathiabicyclo[4.3.0]non-1⁽⁶⁾-en-8-one 
• 53808-62-1 4,5-dimethyl-2-selenoxo-1,3-diselenole 
• 17534-27-9 4,5-dimethyl-[1,3]dithiole-2-thione 

Downstream Products

• 1178859-27-2 2,3,6,7-tetrakis[4-(boronatodiphenylphosphino)butylthio]tetrathiafulvalene 
• 1178859-26-1 2,3,6,7-tetrakis[4-(boronatodiphenylphosphino)propylthio]tetrathiafulvalene 

Relevant articles and documents

Synthesis of bis-fused tetrathiafulvalene with mono- and dicarboxylic acids

Bis-fused tetrathiafulvalenes with mono- and dicarboxylic acids, 2-{5-(1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-ylidene}-1, 3-dithiole-4-carboxylic acid (1) and 2-{5-(1,3-dithiol-2-ylidene)-[1,3] dithiolo[4,5-d][1,3]dithiol-2-ylidene}-1,3

Extended TTF-type donors fused with pyrazine units; Synthesis and characterization

Pyrazinedicyanoethylthiotetrathiafulvalene, (pzdc-TTF) (1a), an extended TTF fused with a pyrazine moiety and also a dithiolene ligand precursor, was synthesized through a cross-coupling with triethyl phosphite between pyrazine-1,3-dithiole-2-thione (I) and 4,5-bis(2-cyanoethylthio)-1,3-dithiole-2- one (III). This reaction also yields to dipyrazine TTF derivative (1b) and 2,3,6,7-Tetrakis(2-cyanoethylthio)TTF (1c), resulting from the self-coupling reactions of the thione (I) and ketone (III). The crystal structure of 1a is composed by pairs of head to head donor stacks of pzdc-TTF molecules along b in opposite orientations. Single crystals of 1b revealed a new polymorph with a face-to-face π-stacking motif. The electrochemical properties of 1a studied by cyclic voltammetry (CV) in DMF, shows two single electron oxidation processes typical of TTF-based donors; one pair of asymmetric redox waves centered at 627 mV versus Ag/Ag+ is ascribed to the couple [pzdc-TTF] +/[pzdc-TTF]2+, and one pair of quasi-reversible redox waves centered at 430 mV is ascribed to the couple [pzdc-TTF] 0/[pzdc-TTF]+.

Bis(1,3-dithiole-2-chalcogenones) and tetrathiafulvalenes in the synthesis of bridged tetrathiafulvalene-containing structures

Bis(1,3-dithiole-2-chalcogenones) in which the 1,3-dithiole fragments are linked through various bridging groups were synthesized by different methods. Some of these compounds were converted into substituted tetrathiafulvalenes with bridged 1,3-dithiole rings. The same structures were synthesized from preliminarily prepared symmetric tetrathiafulvalenes containing 2-cyanoethylsulfanyl groups in both 1,3-dithiole rings. Similar spacers were used to bridge two tetrathiafulvalene fragments. Syntheses of the involved initial compounds were described.