531-52-2

Basic information

• Product Name: Triphenylformazan
• Synonyms: Triphenylformazan Nitrogen;1,3,5-Triphenylformazane;Triphenylformazane;Diazene, phenylphenyl(phenylhydrazono)methyl-;N'-(Phenylamino)-N-phenyliminobenzenecarboximidamide;1,3,5-Triphenyl-1,2,4,5-tetraaza-1,3-pentadiene;DTTC Formazan;Phenyl(2-phenylhydrazono)(phenylazo)methane
• CAS NO: 531-52-2
• Molecular Formula: C₁₉H₁₆N₄
• Molecular Weight: 300.36
• EINECS: 208-509-1
• Product Categories: Formazans;Tetrazolium Salts & Formazans;marker
• Mol File: 531-52-2.mol
• Article Data: 18

Chemical Properties

• Melting Point: 169-170 °C
• Boiling Point: 431.59°C (rough estimate)
• Flash Point: 221.8 °C
• Appearance: /
• Density: 1.1454 (rough estimate)
• Vapor Pressure: 4.73E-08mmHg at 25°C
• Refractive Index: 1.6140 (estimate)
• Storage Temp.: Store at 2-8
• Solubility: dioxane: 50 mg/mL, clear
• PKA: 11.56±0.10(Predicted)
• Water Solubility: dioxane: 50 mg/mL, clear
• BRN: 753057
• CAS DataBase Reference: Triphenylformazan(CAS DataBase Reference)
• NIST Chemistry Reference: Triphenylformazan(531-52-2)
• EPA Substance Registry System: Triphenylformazan(531-52-2)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 60-61-24/25-22
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• F: 8-10-23
• Hazardous Substances Data: 531-52-2(Hazardous Substances Data)

Usage

Chemical Properties

Dark brown crystalline powder

Uses

Different sources of media describe the Uses of 531-52-2 differently. You can refer to the following data:
1. Germination and viability tests.
2. 1,3,5-Triphenyltetrazolium formazan has been used:for the quantification of 2,3,5-triphenyltetrazolium chloride (TTC) reduction activity in bacterial cellsas a standard to study the optical density of formazan produced by TTC-treated milled seedsto stain heart tissue for infarct size assessment or undergo perfusion fixation to allow morphometric studies in addition to histology and immunohistochemistry

General Description

1,3,5-Triphenyltetrazolium formazan is an insoluble compound produced upon the reduction of 2,3,5-triphenyl-2H-tetrazolium chloride (TTC) salt, which is an indicator of cell redox potential. This reaction is irreversible. TTC formazan is brightly colored and can be quantified using a spectrophotometer.

InChI:InChI=1/C19H16N4/c1-4-10-16(11-5-1)19(22-20-17-12-6-2-7-13-17)23-21-18-14-8-3-9-15-18/h1-15,20H/b22-19-,23-21+

Upstream product

• 100-34-5 benzene diazonium chloride 
• 60-29-7 diethyl ether 
• 35364-31-9 1,3-diphenyl-tetraz-1-ene 
• 141-52-6 sodium ethanolate 
• 100-52-7 benzaldehyde 
• 100-63-0 phenylhydrazine 
• 64-17-5 ethanol 
• 98-07-7 Benzotrichlorid 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 
• 18039-45-7 2,5-diphenyl-2H-tetrazole 
• 588-64-7 benzaldehyde phenylhydrazone 
• 298-96-4 triphenyltetrazolium chloride 

Downstream Products

• 53708-91-1 bis(1,3,5-triphenyl-5-formazanyl)copper 
• 2154-65-6 1,3,5-triphenylverdazyl 
• 22459-57-0 2,4,6-triphenylverdazyl 
• 1386384-47-9 (E)-ethyl 4-phenyl-1-(phenyldiazenyl)isoquinoline-3-carboxylate 
• 1386384-41-3 (E)-dimethyl 1-(phenyldiazenyl)isoquinoline-3,4-dicarboxylate 
• 1386384-46-8 (E)-di-tert-butyl 1-(phenyldiazenyl)isoquinoline-3,4-dicarboxylate 
• 53708-90-0 nickel(II) bis[1,3,5-triphenylformazanate] 
• 77123-39-8 Ru(C₆H₄)N₂C(C₆H₅)N₂C₆H₅(CO)(P(C₆H₅)3)2 
• 77110-91-9 Os(C₆H₄)N₂C(C₆H₅)N₂C₆H₅(CO)(P(C₆H₅)3)2 
• 77110-90-8 Ru(C₆H₄)N₂C(C₆H₅)N₂C₆H₅(CO)(As(C₆H₅)3)2 
• 54387-51-8 bis(1.3.5-triphenyl-formazane)-cobalt(II) 
• 53708-90-0 bis[1,3,5-triphenyl formazanato]nickel(II) 
• 298-96-4 triphenyltetrazolium chloride 
• 113223-42-0 2,3,5-triphenyl-tetrazolium; acetate 

Relevant articles and documents

Electron spin resonance signals of tetrazolium compounds.

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Synthesis and Electrochemical Properties of 2-(4-R1-Phenyl)-6-(4-R2-phenyl)-4-phenyl-3,4-dihydro1,2,4,5-tetrazin-1(2H)-yls

Abstract: A new methodology for creating electroactive components for organic batteries,based on the construction of a molecular platform including stable3,4-dihydro-1,2,4,5-tetrazin-1(2H)-ylradicals was described. A series of2-(4-R1-phenyl)-6-(4-R2-phenyl)-4-phenyl-3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yls with substituents of various nature wasobtained. It was shown that the substituents R1 inthe aromatic ring at position 2 of the tetrazinyl fragment influence the valueof the oxidation potential in the radical, but do not influence the value of thereduction potentials, while the substituent R2 of thearomatic ring at position 6 influence the values of the reduction potentials andpractically do not influence oxidation potential values. Based on the obtainedelectrochemical data, a correlation structure–potential value was revealed forthe cathodic and anodic process, with the help of which triarylsubstituted3,4-dihydro-1,2,4,5-tetrazin-1(2H)-ylradicals with high values of the electrochemical gap were obtained.

Chromogenic Reaction of 1,1-Dimethylhydrazine with Aryltetrazolium Salts

The reactions of 1,1-dimethylhydrazine with 2,3,5-triphenyl-2Н-tetrazolium and 2,5-diphenyl-3-(4-nitrophenyl)-2Н-tetrazolium chlorides in a solution and on a cellulose carrier have been studied by means of spectrophotometry and chromato–mass spectrometry to develop new chromogenic indicators for detection of 1,1-dimethylhydrazine. 1,3,5-Triphenylformazan and 1,3-diphenyl-5-(4-nitrophenyl)formazan are formed in these reactions, respectively; deep red shifts have been observed. Other products of these reactions result from oligomerization and addition of short-living 1,1-dimethylhydrazyl and tetrazolium radicals.

Microwave mediated solvent free synthesis of formazans catalyzed by simple ionic liquids derived from dialkylammonium salts

A microwave mediated, ionic liquid catalyzed, VOC free and one pot synthesis of formazans was developed. In an alternative procedure, resin immobilized diazonium ions was used as a solid supported reaction for formazan synthesis. The efficiency of both the procedures was examined with respect to yield of product, reduction of reaction time and environmental impact. Products were obtained in a short reaction time and in moderate to high yield. This study was undertaken to find an alternative green protocol for the synthesis of formazans using ionic liquid as catalyst in aqueous media in the absence of corrosive mineral acids, buffered solutions and VOCs.