Premium
Mass spectrometry of nitroazoles: 4— ortho effects: The loss of CHO˙ and CH 2 O from methyl substituted nitrodiazoles
Author(s) -
Luijten W. C. M. M.,
van Thuijl J.
Publication year - 1982
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.1210170703
Subject(s) - deuterium , fragmentation (computing) , chemistry , labelling , mass spectrometry , nitro , methyl group , medicinal chemistry , ring (chemistry) , kinetic isotope effect , hydrogen , organic chemistry , chromatography , group (periodic table) , biochemistry , physics , alkyl , quantum mechanics , computer science , operating system
The interaction between methyl and nitro groups in some methyl substituted nitropyrazoles and ‐imidazoles causes the expulsion of CHO ˙ and CH 2 O. This may occur when the two substituents are at adjacent positions in the ring. Labelling with deuterium and 13 C shows that the loss of CHO ˙ and CH 2 O originates exclusively from the substituents. The isotope effects observed in partially deuterated 3(5)‐methyl‐4‐nitropyrazole are consistent with a hydrogen transfer prior to fragmentation.