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Internal rotation in the molecular ions of benzoic acid and salicylic acid. An INDO molecular orbital approach
Author(s) -
Parker Carol E.,
Bursey Maurice M.,
Pedersen Lee G.
Publication year - 1974
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.1210090208
Subject(s) - benzoic acid , salicylic acid , conformational isomerism , molecular orbital , chemistry , ion , computational chemistry , molecular dynamics , fragment molecular orbital , crystallography , molecule , organic chemistry , biochemistry
Abstract An aspect of the mechanism of the hydroxyl H/ ortho H scrambling in the molecular ion of benzoic acid was studied by the open‐shell INDO molecular orbital method. Energies of te unrearranged structure, the planar structure in which H is attached to carbonyl oxygen and rotational conformers of the latter were studied to determine a pathway of minimum energy for rotation. The same calculations were made for salicylic acid, m ‐fluorobenzoic acid and p ‐fluorobenzoic acid. The results of these calculations agree quite well with experimental results.