TY - JOUR
T1 - Comparison of the mass spectra of 6‐thiotheophyllines and 6‐sulfinytheophyllines
AU - Bergmann, Felix
AU - Rahat, Miriam
AU - Frank, Arie
AU - Deutsch, Joseph
PY - 1982/11
Y1 - 1982/11
N2 - Under electron impact, 6‐thiotheophyllines eliminate various fragments from the pyrimidine moiety. In a retro Diels‐Alder reaction, they lose the fragment XCNCH3 from positions 1 and 2 of the pyrimidine ring. In 6‐sulfinyltheophyllines, the sulfinyl group is the main target for fragmentation; it can lose either oxygen or sulfur, and the abundance of [M—16]+ and [M—32]+ is much higher than the abundance of the molecular ion. Elimination of the sulfur atom of the 6‐sulfinyl substituent, with retention of its oxygen, may be explained by intermediate formation of a ring. All further fragmentations of the 6‐sulfinyl derivatives proceed by a primary loss of oxygen or sulfur, followed by elimination of fragments from the pyrimidine moiety, similar to the primary processes, observed in the mass spectra of the 6‐thiotheophyllines.
AB - Under electron impact, 6‐thiotheophyllines eliminate various fragments from the pyrimidine moiety. In a retro Diels‐Alder reaction, they lose the fragment XCNCH3 from positions 1 and 2 of the pyrimidine ring. In 6‐sulfinyltheophyllines, the sulfinyl group is the main target for fragmentation; it can lose either oxygen or sulfur, and the abundance of [M—16]+ and [M—32]+ is much higher than the abundance of the molecular ion. Elimination of the sulfur atom of the 6‐sulfinyl substituent, with retention of its oxygen, may be explained by intermediate formation of a ring. All further fragmentations of the 6‐sulfinyl derivatives proceed by a primary loss of oxygen or sulfur, followed by elimination of fragments from the pyrimidine moiety, similar to the primary processes, observed in the mass spectra of the 6‐thiotheophyllines.
UR - http://www.scopus.com/inward/record.url?scp=84989026656&partnerID=8YFLogxK
U2 - 10.1002/oms.1210171107
DO - 10.1002/oms.1210171107
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AN - SCOPUS:84989026656
SN - 0030-493X
VL - 17
SP - 565
EP - 568
JO - Journal of Mass Spectrometry
JF - Journal of Mass Spectrometry
IS - 11
ER -