A spectrophotometric study of the protonation processes of some N-[1-(benzimidazol)-1-yl]methylbenzamide derivatives
Author(s) -
Nada PerišićJanjić,
J.D. Janjić,
Marija Lazarevic
Publication year - 2000
Publication title -
journal of the serbian chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.227
H-Index - 45
eISSN - 1820-7421
pISSN - 0352-5139
DOI - 10.2298/jsc0001037p
Subject(s) - protonation , chemistry , sulfuric acid , benzimidazole , aqueous solution , amide , molecule , computational chemistry , organic chemistry , medicinal chemistry , photochemistry , ion
The protonation ofN-[1-(benzimidazol)-1-yl]methylbenzamide derivatives in aqueous acids (H2SO4) media was investigated, using a spectrophotometric method. The investigated compounds have two protonation processes. The first protonation process occurs in weakly acidic aqueous solutions (pH range) and refers to the protonation of the benzimidazole part of the molecule. The second protonation process occurs in concentrated sulfuricacidsolutionsandrefers toprotonationof theamidegroup.Theprotonationconstants of the second process were calculated by theHammett andCox-Yatesmethod. The effect of chemical structure on the ionisation constants is discussed. A correlation between the protonation constants and antimicrobial activity was established.
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