Potentiometric determination of relative basicities of aliphatic amines in pyridine

KENAR A., Gunduz T., Kilic E.

ANALYTICA CHIMICA ACTA, vol.324, no.1, pp.57-60, 1996 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 324 Issue: 1
  • Publication Date: 1996
  • Doi Number: 10.1016/0003-2670(96)00016-5
  • Journal Name: ANALYTICA CHIMICA ACTA
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.57-60
  • Keywords: aliphatic amines, pyridine solvent, potentiometry, NON-AQUEOUS MEDIA, GAS-PHASE BASICITIES, SUBSTITUTED ANILINES, NITROBENZENE SOLVENT, TITRATIONS, DIMETHYLSULFOXIDE, ALKYLAMINES, ACIDITIES, ORDER
  • Ankara University Affiliated: Yes

Abstract

Potentiometric titrations of methyl-, ethyl-, n-propyl-, n-butylamines and ammonia were carried out in pyridine using a standardized tetrabutylammonium hydroxide solution. The relative basicities were found in all cases to be in the order RNH(2) > R(2)NH > R(3)N, R being an alkyl group. Basicity of any amine was assumed to be the sum of the inductive contribution of alkyl group(s) and a contribution from pyridine solvent through hydrogen bonding. On this assumption, the experimental basicity order was rationalized. The order in pyridine is different from the order of gas phase basicities.