952741-61-6

Basic information

• Product Name: C₁₅H₂₀⁽²⁾HNO
• CAS NO: 952741-61-6
• Molecular Weight: 232.33
• Mol File: 952741-61-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₅H₂₀⁽²⁾HNO(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₅H₂₀⁽²⁾HNO(952741-61-6)
• EPA Substance Registry System: C₁₅H₂₀⁽²⁾HNO(952741-61-6)

Safety Data

• Hazardous Substances Data: 952741-61-6(Hazardous Substances Data)

Upstream product

• 1988-88-1 2,6-di-tert-butyl-4-cyanophenol 

Downstream Products

• 20137-66-0 4-cyano-2,6-di-t-butylphenoxyl radical 

Relevant articles and documents

Hydrogen atom transfer reactions of imido manganese(V) corroie: One reaction with two mechanistic pathways

Hydrogen atom transfer (HAT) reactions of (tpfc)MnNTs have been investigated (tpfc = 5,10,-15-tris(pentafluorophenyl)corrole and Ts = p-toluenesulfonate). 9,10-Dihydroanthracene and 1,4-dihydrobenzene reduce (tpfc)MnNTs via HAT with second-order rate constants 0.16 ± 0.03 and 0.17 ± 0.01 M-1 s-1, respectively, at 22°C. The products are the respective arenes, TsNH2 and (tpfc)MnIII. Conversion of (tpfc)MnNTs to (tpfc)Mn by reaction with dihydroanthracene exhibits isosbestic behavior, and formation of 9,9′,10,10′- tetrahydrobianthracene is not observed, suggesting that the intermediate anthracene radical rebounds in a second fast step without accumulation of a MnIV intermediate. The imido complex (tpfc)-MnVNTs abstracts a hydrogen atom from phenols as well. For example, 2,6-di-tert-butyl phenol is oxidized to the corresponding phenoxyl radical with a second-order rate constant of 0.32 ± 0.02 M-1 s-1 at 22°C. The other products from imido manganese(V) are TsNH2 and the trivalent manganese corrole. Unlike reaction with dihydroarenes, when phenols are used isosbestic behavior is not observed, and formation of (tpfc)-Mn IV(NHTs) is confirmed by EPR spectroscopy. A Hammett plot for various p-substituted 2,6-di-tert-butyl phenols yields a V-shaped dependence on σ, with electron-donating substituents exhibiting the expected negative ρ while electron-withdrawing substituents fall above the linear fit (i.e., positive ρ). Similarly, a bond dissociation enthalpy (BDE) correlation places electron-withdrawing substituents above the well-defined negative slope found for the electron-donating substituents. Thus two mechanisms are established for HAT reactions in this system, namely, concerted proton - electron transfer and proton-gated electron transfer in which proton transfer is followed by electron transfer.