11065-31-9

Basic information

• Product Name: 5H-Tetrazolium,3,4-dihydro-2,3-diphenyl-5-thioxo-, inner salt
• Synonyms: 1H-Tetrazolium,2,5-dihydro-2,3-diphenyl-5-thioxo-, inner salt (9CI); 5-Tetrazolidinethione,2,3-diphenyl-, meso-ionic didehydro deriv. (8CI); Dithizone, dehydro- (7CI);2,3-Diphenyltetrazolium-5-thiolate; 5-Mercapto-2,3-diphenyl-2H-tetrazoliumhydroxide, inner salt; Dehydrodithizone
• CAS NO: 11065-31-9
• Molecular Formula: C13H10 N4 S
• Molecular Weight: 254.315
• Mol File: 11065-31-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 5H-Tetrazolium,3,4-dihydro-2,3-diphenyl-5-thioxo-, inner salt(CAS DataBase Reference)
• NIST Chemistry Reference: 5H-Tetrazolium,3,4-dihydro-2,3-diphenyl-5-thioxo-, inner salt(11065-31-9)
• EPA Substance Registry System: 5H-Tetrazolium,3,4-dihydro-2,3-diphenyl-5-thioxo-, inner salt(11065-31-9)

Safety Data

• Hazardous Substances Data: 11065-31-9(Hazardous Substances Data)

Upstream product

• 60-10-6 1,5-diphenyl-thiocarbazone 
• 25210-27-9 bis(1,5-diphenylformazan-3-yl) disulfide 
• 72707-61-0 C₁₃H₁₁N₄S^(1-)*Na⁽¹⁺⁾ 
• 622-03-7 diphenyl thiocarbazide 
• 4453-80-9 3-nitro-1,5-diphenylformazan 
• 2684-02-8 benzenediazonium 
• 60-10-6 3-mercapto-1,5-diphenylformazan 

Downstream Products

• 79762-31-5 5-ethyl-2-phenylazo-5H-pyrrolo<3,4-d>thiazole-4,6-dione 
• 73761-55-4 5-carboxymethylthio-2,3-diphenyltetrazolium chloride 
• 79762-34-8 2-phenylazo-4,6,7-triphenyl-4H-1,3,4-thiadiazepine-5-thione 
• 70942-88-0 3-carboxymethylthio-1,5-diphenylformazan 
• 73761-59-8 3-(1-carboxyethylthio)-1,5-diphenylformazan 
• 73761-58-7 3-(2-carboxyethylthio)-1,5-diphenylformazan 
• 83755-85-5 1,5-diphenyl-3-trideuteriomethylthioformazan 
• 104684-67-5 C₁₆H₁₀N₆S 
• 60-10-6 1,5-diphenyl-thiocarbazone 
• 79762-33-7 4,5-dibenzoyl-N-(1,2-diphenyldiazonia)-1,3-thiazole-2-aminate 
• 73761-57-6 5-(1-Carboxyethylthio)-2,3-diphenyltetrazolium bromide 
• 79762-32-6 N-(1,2-diphenyldiazonia)-1,3-benzothiazole-2-aminate 
• 104654-49-1 C₁₃H₁₀Br₂N₄S 
• 1495-97-2 2,3-diphenyltetrazolium tetrafluoroborate 

Relevant articles and documents

Dithizone Adsorption at Metal Electrodes. 2. Raman Spectroelectrochemical Investigation of Effect of Applied Potential at a Silver Electrode

The technique of laser Raman spectroelectrochemistry has been applied to the study of the adsorption of the diphenylthiocarbazone (dithizone) anion and its redox forms at a silver electrode in aqueous alkaline media.Raman spectra of the adsorbed forms of

Chemical and electrochemical oxidation and reduction of dithizone

A non-aqueous electrochemical study of dithizone, H2Dz, 1, is compared with the chemical oxidation and reduction profile of this versatile ligand. Chemical oxidation of 1 by I2 initially leads to an isolatable disulfide-bridged species, (HDz)2, 22, but ultimately monomeric dehydrodithizone, Dz, 3, is formed. Electrochemically, in CH2Cl2/0.1 mol dm-3 [N(nBu)4][B(C6F5)4], two oxidation processes are observed for 1. Evidence of the electrochemical formation of the dimer 22 was found, but on a CV timescale the fully oxidized species, 22 oxidized, did not convert to the chemically stable species 3. Regeneration of 1 during an irreversible electrochemical reduction of the electrochemically generated fully oxidized species, 22 oxidized, was detected. Two further one-electron electrochemical irreversible reduction steps were also identified to ultimately generate H3Dz-, 8, one of the synthetic precursors to 1. In contrast, resolution and identification of the electron transfer steps of 1 in both dimethylsulfoxide, DMSO, or in CH2Cl2/0.1 mol dm-3 [N(nBu)4][PF6] were hampered by solvation and ion paring of [PF6]- especially with the oxidized species of 1. A metathesis of water-soluble potassium dithizonate, KHDz, 4b, led to lipophilic [N(nBu)4][HDz], 4c.

Preferential solvation and molecular orbital calculation studies of solvatochromic mesoionic 2,3-diaryl-2H-tetrazolium-5-thiolate derivatives

Solvent effects on the electronic spectra of some mesoionic 2,3-diaryl-2H-tetrazolium-5-thiolate derivatives were investigated in thirteen pure solvents and eight water-organic solvent mixtures. In pure solvents, the solvatochromic shifts of the mesoionic