Copy For Citation
Gündüz T., Gündüz N., Kiliç E., KENAR A.
The Analyst, vol.3, no.9, pp.1103-1105, 1986 (SCI-Expanded)
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Publication Type:
Article / Article
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Volume:
3
Issue:
9
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Publication Date:
1986
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Doi Number:
10.1039/an9861101103
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Journal Name:
The Analyst
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Journal Indexes:
Science Citation Index Expanded (SCI-EXPANDED), Scopus
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Page Numbers:
pp.1103-1105
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Keywords:
Anilines, Basicity order, Nitrobenzene solvent, Non-aqueous titration, Potentiometric titration
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Ankara University Affiliated:
Yes
Abstract
The relative basicity order of ammonia, pyridine, aniline and N-methyl-, N,N-dimethyl-, N-ethyl-, N,N-diethyl-, N-aryl- and N,N-diaryl-substituted anilines have been determined potentiometrically with perchloric acid in nitrobenzene solvent and found to be NH3 > Py > PhNEt 2 > PhNMe2 > PhNHEt > PhNHMe > PhNH 2 > Ph2NH > Ph3N. This order in general conflicts with the results observed by other workers in either the gas phase or in the condensed phase. N-Alkyl substitution increases the basicity of the aniline, and N-aryl substitution decreases its basicity. Moreover, the number and size of the substituent influence the basicity of aniline. N-Ethyl-substituted anilines are more basic than the corresponding N-methyl-substituted anilines. The position of pyridine in the order is surprising and difficult to interpret.