4777-48-4

Basic information

• Product Name: 2,2-Bis(potassiothio)ethene-1,1-dicarbonitrile
• Synonyms: [Bis(potassiothio)methylene]malononitrile;2,2-Bis(potassiothio)ethene-1,1-dicarbonitrile
• CAS NO: 4777-48-4
• Molecular Formula: C₄N₂S₂*2K
• Molecular Weight: 0
• Mol File: 4777-48-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2-Bis(potassiothio)ethene-1,1-dicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Bis(potassiothio)ethene-1,1-dicarbonitrile(4777-48-4)
• EPA Substance Registry System: 2,2-Bis(potassiothio)ethene-1,1-dicarbonitrile(4777-48-4)

Safety Data

• Hazardous Substances Data: 4777-48-4(Hazardous Substances Data)

Upstream product

• 75-15-0 carbon disulfide 
• 109-77-3 malononitrile 

Downstream Products

• 18771-38-5 2-[bis(ethylsulfanyl)methylidene]malononitrile 
• 31413-73-7 1,1-diphenylthio-2,2-dicyanoethylene 
• 114155-45-2 μ-(1,1-dicyanoethylene-2,2-dithiolato-S,S')-bis(triphenylphosphine)digold(I) 
• 156220-73-4 {Au2(μ-1,1-dicyanoethene-2,2-dithiolate)(μ-bis(diphenylphosphino)ethane)} 
• 156220-74-5 {Au2(μ-1,1-dicyanoethene-2,2-dithiolate)(μ-bis(diphenylphosphino)butane)} 
• 156220-72-3 {Au2(μ-1,1-dicyanoethene-2,2-dithiolate)(μ-bis(diphenylphosphino)ethylene)} 
• 188600-67-1 [Au₂(bis(diphenylphosphino)methane)(isomaleonitriledithiolate)] 
• 156220-73-4 [Au₂(1,2-bis(diphenylphosphino)ethane)(isomaleonitriledithiolate)] 
• 171089-25-1 (AuAsPh₃)2(1,1-dicyanoethylene-2,2-dithiolate) 
• 1359746-60-3 Pt(1,1-dicyanoethylene-2,2-dithiolate)(PPh₃)2 
• 1359746-59-0 Pt(1,1-dicyanoethylene-2,2-dithiolate)(dppe) 
• 1359746-76-1 Pt(1,1-dicyanoethylene-2,2-dithiolate)(dcpe) 
• 1359746-58-9 Pd(1,1-dicyanoethylene-2,2-dithiolate)(dppm) 
• 200199-17-3 Pd(PPh₃)2(isomalononitriledithiolate) 

Relevant articles and documents

Synthesis, molecular structure optimization, and cytotoxicity assay of a novel 2-acetyl-3-amino-5- [(2-oxopropyl)sulfanyl]-4-cyanothiophene

A novel thiophene-containing compound, 2-acetyl-3-amino-5-[(2-oxopropyl)sulfanyl]-4- cyanothiophene (4) was synthesized by reaction of malononitrile with CS2 in the presence of K2CO3 under reflux in DMF and the subsequent reaction with chloroacetone followed by cyclization. This compound has been characterized by means of FT-IR, 1H-NMR, 13C-NMR, and mass spectrometry as well as elemental analysis. In addition, the molecular structures of compound 4 was determined by X-ray crystallography. The geometry of the molecule is stabilized by an intramolecular interaction between N1-H1? O1 to form S6 graf set ring motif. In the crystal, molecules are linked via N1-H2? O1 and C7-H7A?N2 interactions to form a three-dimensional network. Molecular structure and other spectroscopic properties of compound 4 were calculated using DFT B3LYP/6-31G (d,p) method. Results revealed a good agreement between the optimized geometric parameters and the observed X-ray structure. Furthermore, and by employing the natural bond orbital (NBO) method, the intramolecular charge transfer (ICT) interactions along with natural atomic charges at different sites, were calculated; results indicated strong n=π? ICT from LP(1)N5?BD?(2)C15-C16 (63.23 kcal/mol). In addition, the stabilization energy E(2) of the LP(2)O3→BD?(1)N5-H6 ICT (6.63 kcal/mol) indicated the presence of intramolecular N-H?OH bonding. Similarly, calculations of the electronic spectra of compound 4 using, TD-DFT revealed a good agreement with the experimental data. Finally, compound 4 was evaluated for its in vitro cytotoxic effect against PC-3 and HeLa cell lines, as an anticancer agent, and found to be nontoxic.

Comparative evaluation of trace heavy metal ions in water sample using complexes of dithioligands by flame atomic absorption spectrometry

Four new complexes were prepared by the metathetic reaction of trace heavy metals like Cd, Zn, Cu and Hg with two different dithioligands of the formula ML2 [M= Cd, Zn, Cu and Hg and L= potassium-1,1-dicyano-2,2-ethylenedithiolate and potassium

Synthesis of 2,5-asymmetrically substituted 3,4-diaminothieno[2,3- b ]thiophenes by domino reaction

A convenient one pot synthesis of 2,5-asymmetrically substituted thieno[2,3-b]thiophenes is developed. The method is based on consecutive domino reactions (SN2 reaction → Thorpe-Ziegler reaction) using malononitrile and carbon disulfide as starting materials with the generation of potassium 2,2-dicyanoethene-1,1-bis(thiolate) in a solution. The high yield of the target thienothiophenes was achieved using the Ziegler dilution effect.