Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Pentamethylnitrosobenzene as a Spin-trapping Agent
Takahisa DobaTsuneki IchikawaHiroshi Yoshida
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1977 Volume 50 Issue 12 Pages 3124-3126

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Abstract

Pentamethylnitrosobenzene synthesized readily from pentamethylbenzene was studied for utilization in a spin-trapping technique. In a benzene solution it forms a dimer with a dissociation constant of 105.26exp(−50⁄RT) in units of kJ/mol. It traps the t-butyl radical with the trapping rate constant of 1.4×108 mol−1 dm3 s−1 at 299 K. It is thus an efficient spin-trapping agent, even though only a fraction of it is reactive with the short-lived free radicals because the equilibrium lies more on the side of the dimeric form. Electron spin resonance parameters were determined for the spin-adduct radicals derived from alkyl, alkoxyl, and phenyl radicals with this trapping agent. These free radicals were found to attach exclusively to the nitrogen atom of the nitroso compound.

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