Open AccessAcyl derivatives of Hydroxylamine. XIII. Configuration and conformation of hydroxamic acid derivatives containing sulfur
Author(s) -
Otto Exner,
M. H. Benn,
Frances Willis
Publication year - 1968
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v68-311
Subject(s) - chemistry , hydroxylamine , steric effects , hydroxamic acid , sulfur , proton magnetic resonance , dipole , nitro , stereochemistry , resonance (particle physics) , group (periodic table) , computational chemistry , medicinal chemistry , organic chemistry , nuclear magnetic resonance , physics , alkyl , particle physics
The configurations and conformations of S-methyl benzothiohydroxamic acid (3) and its S-oxo and S,S-dioxo derivatives (5) and (7) were established by means of a graphical comparison of their dipole moments with those of the corresponding p-nitro compounds.The proton magnetic resonance and infrared spectra of these compounds were also studied.It is concluded that the relative stability of stereoisomers in the series of compounds C 6 H 5 C(NOH)X seems to depend more on the electronic nature of the group X than on its steric requirements.