Bifunctional even-electron ions. IV. Fragmentation behaviour of aliphatic methoxonium ions containing an additional carbomethoxy group

✍ Scribed by U. I. Záhorszky; P. Schulze

• Publisher: John Wiley and Sons
• Year: 1988
• Tongue: English
• Weight: 765 KB
• Volume: 23
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/oms.1210230203

✦ Synopsis

As for the corresponding hydroxonium ions, the methoxonium ions R-C(OCH,)-(CH,),-COOCH, (n = 0-5), 6, show as the main reactions those triggered by functional group interaction, but the overall decomposition rate is not much influenced. Loss of CH,OH is the general primary fragmentation, originating preferentially from the COOCH, group. The lowest homologue (b,) shows loss of C,H,O as the main primary reaction, while b, shows loss of CH,CO besides CH,OH loss. The subsequent fragmentations exhibit strong chain-length dependence. Methoxy anion migration is observed as a general reaction mode of fragment ions which still contain the COOCH, group. The fragmentation behaviour of u and b and of the corresponding methoxy-substituted bifunctional ions has been compared, and general conclusions have been drawn.