31994-78-2

Usage

InChI:InChI=1/C20H16N5O2/c26-25(27)19-13-11-16(12-14-19)20-21-23(17-7-3-1-4-8-17)15-24(22-20)18-9-5-2-6-10-18/h1-14H,15H2

Upstream product

• 59-88-1 phenylhydrazine hydrochloride 
• 555-16-8 4-nitrobenzaldehdye 
• 50-00-0 formaldehyd 
• 6165-65-7 3-(4-nitrophenyl)-1,5-diphenylformazan 
• 2829-27-8 4-nitro-benzaldehyde phenylhydrazone 
• 56156-44-6 3-(p-nitrophenyl)-1,5-diphenylformazan 
• 74-88-4 methyl iodide 
• 57020-66-3 6-(4-nitro-phenyl)-2,4-diphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine 

Downstream Products

• 57020-66-3 6-(4-nitro-phenyl)-2,4-diphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine 
• 768-95-6 1-adamanthanol 
• 880-52-4 N-(1-adamantyl)acetamide 
• 1227476-15-4 Azobenzene 
• 113675-38-0 5-(4-Nitro-phenyl)-2-phenyl-2H-[1,2,4]triazole-3-carbonitrile 
• 113675-34-6 6-(4-Nitro-phenyl)-2,4-diphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine; hydrobromide 
• 61351-01-7 3-(p-nitrophenyl)-1,5-diphenylverdazylium bromide 

Relevant academic research and scientific papers

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.

Syntheses of 3-(substituted)-2,4,6-triphenylverdazyls

Two series of 2,4,6-triphenylverdazyls substituted at the C(3) position of the heterocyclic ring are obtained using new convenient synthetic methodology. Thus, crown ether assisted solid-liquid phase-transfer catalysis promotes the formation of 3-n-alkyl-

STRENGTH OF N-H BOND IN 2,4-DIPHENYL-6-(4-X-PHENYL)-1,2,3,4-TETRAHYDRO-sym-TETRAZINES (LEUCOVERDAZYLS)

The equilibrium contstants in the reactions of triphenylleucoverdazyls substituted at the para position of the C6-phenyl ring with 2,2,6,6-tetramethyl-4-oxopiperidin-1-oxyl in heptane were determined by spectrophotometry and ESR.At 20 deg C the equilibrium is displaced toward the formation of the more stable verdazyl radicals.The strengths of the N-H bonds in the leucoverdazyls were determined.The enthalpy of solvation of triphenylverdazyl in acetonitrile was obtained (-15.6 kJ/mole).The kinetics of exchange of hydrogen between the triphenylverdazyls and 2,2,6,6-tetramethyl-4-oxopiperidine-1-hydroxylamine in acetonitrile were studied.The mechanism of the reaction, which inlcudes the formation of a hydrogen bond between the reagents in an activated complex, is discussed.It was concluded that the reactivity of the triphenylverdazyls in the abstraction of hydrogen from organic compounds is determined to a significant degree by the strength of the N-H bond which forms in the leucoverdazyls.