51940-11-5

Basic information

• Product Name: 1,2,4,5-Tetrazinium, 5,6-dihydro-1,3,5-triphenyl-, bromide
• CAS NO: 51940-11-5
• Molecular Formula: C20H17N4.Br
• Molecular Weight: 393.286
• Mol File: 51940-11-5.mol

Chemical Properties

• CAS DataBase Reference: 1,2,4,5-Tetrazinium, 5,6-dihydro-1,3,5-triphenyl-, bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4,5-Tetrazinium, 5,6-dihydro-1,3,5-triphenyl-, bromide(51940-11-5)
• EPA Substance Registry System: 1,2,4,5-Tetrazinium, 5,6-dihydro-1,3,5-triphenyl-, bromide(51940-11-5)

Safety Data

• Hazardous Substances Data: 51940-11-5(Hazardous Substances Data)

Upstream product

• 2154-65-6 1,3,5-triphenylverdazyl 
• 75988-04-4 ethoxycarbonyl(trifluoromethylsulfonyl)dibromomethane 
• 507-19-7 t-butyl bromide 
• 931-77-1 1-bromo-1-methylcyclohexane 
• 33831-38-8 2-bromo-2-phenyladamantane 
• 27852-61-5 2-bromo-2-methyladamantane 
• 22459-57-0 2,4,6-triphenylverdazyl 

Downstream Products

• 22459-57-0 2,4,6-triphenylverdazyl 
• 86043-65-4 1,3,5-triphenyl-6-(2,4,6-triphenyl-1,2,3,4-tetrahydro-1,2,3,5-tetrazinyl)-5,6-dihydro-1,2,3,5-tetrazinium bromide 
• 2154-65-6 1,3,5-triphenylverdazyl 
• 85963-94-6 triphenylverdazylium p-toluenesulfonate 

Relevant articles and documents

Kinetics and mechanism of unimolecular heterolysis of framework compounds: XX. Solvation and steric effects in heterolysis of 2-halo-2-alkyladamantanes in sulfolane and butanol

Hetrolysis rate of 2-halo-2-phenyladamantanes in BuOH is 1000 times higher than the heterolysis rate of 2-halo-2-methyladamantanes. The heterolysis rate in sulfolane does not depend on the substituent, but the phenyl group exhibits a negative steric effect.

Kinetics and mechanism of monomolecular heterolysis of commercial halogenated organic compounds: XXVI. Correlation analysis of solvation effects in dehydrobromination of 1-bromo-1-methylcyclohexane and tert-butyl bromide

The dehydrobromination rate of 1-bromo-1-methylcyclohexane and tert-butyl bromide increases with increasing polarity, electrophilicity, and cohesiveness of a solvent, and decreases with increasing solvent nucleophilicity and polarizability; a negative effect of nucleophilic solvation is observed.

Kinetics and mechanism of unimolecular heterolysis of carcass compounds. XV. The nature of solvation effects in heterolysis of 2-bromo-2-phenyladamantane in dipolar aprotic solvents

Heterolysis kinetics of 2-bromo-2-phenyladamantane in MeCN,γ-butyrolactone, sulfolane, and cyclohexanone were studied with verdazyl method. The rate is described by an equation w = k[RBr], and the reaction proceeds by SN1 mechanism. The decreas

KINETICS AND MECHANISM OF MONOMOLECULAR HETEROLYSIS OF FRAMEWORK COMPOUNS. VI. DEHYDROBROMINATION OF 2-BROMO-2-METHYLADAMANTANE IN ACETONITRILE

The kinetics of the dehydrobromination of 2-bromo-2-methyladamantane in acetonitrile were studied in the presence of triphenylverdazyl as internal indicator; k25 = 8.57E-5 sec-1, ΔH% 79 kJ/mole, ΔS% -58 kJ/mole°Additions of water, phenols ,lithium perchlorate, and bromides increase the reaction rate, and additions of nitrates and picrates reduce it.A similar pattern is observed in the dehydrobromination of tert-butyl bromide in acetonitrile.In the presence of tetraethylammonium chloride the heterolysis rate of 2-bromo-2-methyladamantane decreases, while that of tert-butyl bromide increases.The positive salt effect is explained by stabilization of the transition state by the salt, and the negative salt effect is explained by the reaction of the anion with the sterically separated or solvent-separated ion pair of the substrate.

REACTION OF 2,4,6-TRIPHENYLVERDAZYL WITH TRIFLUOROMETHYLSULFONYLCARBETHOXYDIBROMOMETHANE

An unusual acylation of 2,4,6-triphenylverdazyl by trifluoromethylsulfonylcarbethoxydibromomethane in benzene has been discovered leading to 1-ethoxalyl-2,4,6-triphenyl-1,2,3,4-tetrahydro-sym-tetrazine (1-ethoxalyl-2,4,6-triphenylleukoverdazyl).