Abstract
Nitrous oxide has been found to undergo a wide variety of reactions with anions in the gas phase. The products of these reactions are highly characteristic of the ion's structure and, therefore, this reagent (N/sub 2/O) is especially useful in distinguishing between different types of ions. In general, primary carbanions react to produce diazo anions as the major products, secondary carbanions dehydrogenate, and tertiary carbanions afford adducts, oxygen atom transfer, and cleavage products. However, novel reaction channels can be brought about by modifying the reactant ion's structures. For example, deprotonation of methylene cyclopropane produces a strained allylic anion which reacts with N/sub 2/O to afford cyanide and the 2-nitrosoallyl anion, while removal of a proton from furan, which has a good ..cap alpha..-leaving group, generates the nitrogen atom transfer product, 3-cyanoacrolein radical anion, upon reaction with N/sub 2/O. It was observed that proton abstraction from cyclopentene, cyclohexene, and internal olefins without allylic methyl groups does not afford M - 1 ions in the flowing afterglow.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
