112543-88-1

Basic information

• Product Name: 1-Adamantan-1-yl-2,4,6-triphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine
• Synonyms: 1-Adamantan-1-yl-2,4,6-triphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine
• CAS NO: 112543-88-1
• Molecular Weight: 448.611
• Mol File: 112543-88-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-Adamantan-1-yl-2,4,6-triphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Adamantan-1-yl-2,4,6-triphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine(112543-88-1)
• EPA Substance Registry System: 1-Adamantan-1-yl-2,4,6-triphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine(112543-88-1)

Safety Data

• Hazardous Substances Data: 112543-88-1(Hazardous Substances Data)

Upstream product

• 5854-52-4 1-adamantyl chloroformate 
• 2154-65-6 1,3,5-triphenylverdazyl 
• 21623-87-0 1-adamantyl picrate 
• 768-93-4 1-iodoadamantane 
• 16200-57-0 Toluene-4-sulfonic acid adamantan-1-yl ester 
• 22459-57-0 2,4,6-triphenylverdazyl 

Relevant articles and documents

Kinetics and mechanism of unimolecular heterolysis of carcass compounds: XVI. Correlation analysis of solvation effects in heterolysis of 1-iodoadamantane

With the use of verdazyl method was studied the kinetics of 1-AdI heterolysis in PhCH2OH, 1-hexanol, acetone, and cyclohexanone: v = k[1-AdI], mechanism SN1. Correlation analysis of solvation effects in 19 solvents applying Koppel-Palm and Kamlet-Taft equations revealed that the reaction rate usually is sufficiently well described by taking into account the electrophilicity, cohesion, and nucleophilicity parameters of the solvents. A negative effect of nucleophilic solvation was observed.

KINETICS AND MECHANISM OF THE MONOMOLECULAR HETEROLYSIS OF FRAMEWORK COMPOUNDS VIII. IONIZATION OF 1-ADAMANTYL PICRATE IN DIPOLAR APROTIC SOLVENTS. SALT AND SOLVATION EFFECTS. THE LIMITING AND PRODUCT-FORMING STAGES

The kinetics of the heterolysis of 1-adamantyl picrate in propylene carbonate, sulfolane, γ-butyrolactone, acetonitrile, and nitrobenzene were studied by the verdazyl method; v = k.It is suggested that a sterically separated ion pair is formed in the limiting stage, that the reaction products are formed from a solvent-separated ion pair, and that the reaction rate is reduced by nucleophilic solvation of an intimate ion pair.

KINETICS AND MECHANISM OF THE MONOMOLECULAR HETEROLYSIS OF FRAMEWORK COMPOUNDS IX. CORRELATION ANALYSIS OF THE SOLVATION EFFECTS DURING THE HETEROLYSIS OF 1-ADAMANTYL PICRATE

The heterolysis rate of 1-adamantyl picrate at 25 deg C was determined in seven proton-donating and 21 aprotic solvents with triphenylverdazyls as internal indicators, v = k.A correlation analysis of the effect of the solvent parameters on the reaction rate in 35 solvents was made.The heterolysis rate depends on the polarity, electrophilicity, and cohesion of the solvent.A comparative analysis was made of the effect of the solvent nature on the heterolysis rate of the 1-adamantyl picrate, tert-butyl chloride, tert-butyl bromide, 7α-bromocholesterol benzoate, 1-adamantyl iodide, 1-adamantyl p-toluenesulfonate, diphenylmethyl bromide.Nucleophilic solvation of the solvent reduces the heterolysis rate of the first five substrates.