Premium
Ortho Effects. I. The Mechanisms of the H 3 O and CH 3 O 2 Elimination from the Molecular Ion of N‐Methyl Ortho ‐Nitro‐ Para ‐Toluidine
Author(s) -
Zaretskii Zeev V. I.,
Amit Boaz,
Patchornik Avraham
Publication year - 1974
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.197400088
Subject(s) - chemistry , nitro , methyl group , deuterium , ion , ring (chemistry) , polyatomic ion , medicinal chemistry , group (periodic table) , stereochemistry , organic chemistry , alkyl , quantum mechanics , physics
The molecular ion of the N‐methyl ortho ‐nitro‐ para ‐toluidine (I) readily eliminates H 3 O. The sources of the H atoms lost were proved by deuterium labeling to be an HNCH 3 group as well as, probably, the C‐methyl group of the aromatic ring. The interaction between the N‐methyl and nitro groups in I also leads to the expulsion of CH 3 O 2 from the molecular ion.