The mass spectra of fluorenone nitrones

✍ Scribed by Magid A. Abou-Gharbia; Madeleine M. Joullié

• Book ID: 102558283
• Publisher: John Wiley and Sons
• Year: 1980
• Tongue: English
• Weight: 132 KB
• Volume: 15
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/oms.1210150915

✦ Synopsis

249 (3) 167 (1) 109 (2) 95 (3)

217 (29) 159 (3) 145 (1) 185 (2) 187 (16) 173 (7)

~ ~~

[M-C&IaI'

Other ROA-type processes (re1 int %I lrel int %)

221 (35)

--

139 (49)

--81 (41) --67 (65) _ _ 189 (4) 131 (100) --117 (100) _ _ _ _ --[M-CH,NCO]" 128 (100) I 59 (52) [ M -CH,NCO]" 130 ( 100) 145 (36) [M-CH,N=CH,]+' 130 (20) Class 111 (compounds 7-9) Compounds in this class can only undergo R D A fragmentation with loss of either acetylene or benzyne. Although the latter process is energetically unfavorable, the former appears to he an important mode of fragmentation in all three compounds (7-9). In contrast to this behavior, norbornadieiie" and benzonorbornadiene'" display rather weak [M-261'' (RDA) peaks. The predominant fragmentation process in both carbocyclic systems appears to be formation of an intense [M-t]' peak (base peak) with concomitant rearrangement to a tropylium ion and a benzotropylium ion, respectively.'"." Interestingly, iioize of our three class 111 compounds displays a significant [M-I]' peak! Acknowledgement Partial support of this study by the University of Oklahoma Research Council is gratefully acknowledged.