Toluene and isotoluene radical cations: alkoxymethyl substituents as a probe to study the formation, fragmentation and isomerization
✍ Scribed by Harting, Natascha; Grützmacher, Hans-Friedrich
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 295 KB
- Volume
- 34
- Category
- Article
- ISSN
- 1076-5174
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✦ Synopsis
MIKE spectra reveals that AE10% of the isotoluene racial cations are isomerized into the toluene isomers if these ions are generated by energetically favorable processes from the bis(alkoxymethyl)benzenes. Otherwise, extensive tautomerization between toluene and isotoluene-like ions takes place. Thus, (substituted) toluene and isotoluene radical cations are stable species which can be detected by tandem mass spectrometry. However, the activation barrier between the tautomeric ions cannot be very large, and energetically excited isotoluene radical cations are converted into the more stable toluene isomer.