The conjugate bases of fluorobenzene and methoxybenzene react with nitrous oxide to afford the dehydrophenoxy anion (C6H3O-). The mechanism for the formation of this novel ion has been explored as has some if its reactivity. In general, the reactions of C6H3O- proceed via proton transfer, addition of the newly formed anion to the benzyne triple bond, and subsequent fragmentation. Acidities of the different ring positions in methoxybenzene are also reported.
|Number of pages
|International Journal of Mass Spectrometry and Ion Processes
|Published - Sep 1 1992
Bibliographical noteFunding Information:
The kindnessa nd generosityo f ProfessorC .H. DePuy, in whosel aboratory the first observationsre portedi n this studyw erem ade,i s gratefullya cknow-ledged. Generous allocations of computer resourcesf rom the Minnesota SupercomputerIn stitute and financial support from the National Science Foundation (CHE-8907198)a nd the donors of the Petroleum Research Foundation, as administeredb y the American Chemical Society, are also appreciated.
- Gas phase
- flowing afterglow
- ortho-dehydrophenoxy anion