Electric Literature of C7H13NO2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1-Piperidineacetic Acid, is researched, Molecular C7H13NO2, CAS is 3235-67-4, about Aqueous basicity and proton affinity of zwitterionic ω-(N-methylpiperidine)-alkanocarboxylates and ω-(N-piperidine)-alkanocarboxylic acids. Author is Barczynski, P.; Dega-Szafran, Z.; Dulewicz, E.; Petryna, M.; Szafran, M..
The pKa values of 5 [cyclo-(CH2)5N+]Me(CH2)nCO2- (N-methylpiperidinium betaines) and 5 [cyclo-(CH2)5N](CH2)nCO2H were determined by potentiometric titration of their hydrohalides with KOH. Semiempirical geometry optimizations were performed for gaseous betaines. Four conformers were characterized and their PA values estimated The PA values fulfilled the linear correlation with the aqueous pKa values estimated by P. Barczynski et al. (1998). A linear correlation between the calculated heat of formation (ΔHf) and the sum of the N…O1 and N…O2 distances, for the conformers containing the same number of CH2 groups, indicates that they are stabilized by the intramol. electrostatic interactions between the pos. charged nitrogen atom and oxygen atoms of the carboxylate group.
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Reference:
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