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The mass spectra of intramolecularly hydrogen bonded 2(1 H )‐quinoxalinone and 2 H ‐1,4‐benzoxazin‐2‐one
Author(s) -
Inagaki Takeshi,
Iwanami Yasuo
Publication year - 1977
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210120409
Subject(s) - phenacyl , intramolecular force , mass spectrum , chemistry , fragmentation (computing) , ion , hydrogen , medicinal chemistry , hydrogen bond , derivative (finance) , polyatomic ion , ring (chemistry) , hydrogen atom , decomposition , stereochemistry , molecule , organic chemistry , group (periodic table) , computer science , financial economics , economics , operating system
The mass spectra of those 3‐phenacyl derivatives of 2(1 H )‐quinoxalinone and 2 H ‐1,4‐benzoxazin‐2‐one with an intramolecular hydrogen bonding showd that: (1) the primary elimination of the shole sidchain is reduced as compared with an unchelated derivative; (2) the importan t fragmentation routes in the quinoxalinone series are ring cleavage with loss of CO followed by recyclization and expulsion of a hydrogen atom, and this can also occur in the reverse order; (3) this reverse process is virtually absent in the benzoxazinone series. Finally, the doubly charged molecular ions appear to undergo an analogous decomposition giving fairly intense [M‐CO] 2+ or [M‐(CO+H or CI] 2+ ions.