ELECTRONIC-STRUCTURE AND REACTIVITY OF ORGANOFLUORINE COMPOUNDS .6. THE EFFECT OF THE POSITION OF THE CF3 GROUP ON THE BASICITY OF ALIPHATIC-AMINES

Authors
ROZHKOV IN KARIMOVA NM IGNATOVA YL MATVEEVA AG
Citation
In. Rozhkov et al., ELECTRONIC-STRUCTURE AND REACTIVITY OF ORGANOFLUORINE COMPOUNDS .6. THE EFFECT OF THE POSITION OF THE CF3 GROUP ON THE BASICITY OF ALIPHATIC-AMINES, Russian chemical bulletin, 43(2), 1994, pp. 258-260
Citations number
14
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
43
Issue
2
Year of publication
1994
Pages
258 - 260
Database
ISI
SICI code
1066-5285(1994)43:2<258:EAROOC>2.0.ZU;2-X
Abstract
The basicity of isomeric bromoethylamines having a CF3 substituent in the alpha- and beta-positions with respect to the amino group was stud ied. According to potentiometric titration in H2O, CH3NO2, and CH3CN, the basicity of alpha-trifluoromethylamines is 4-5 orders of magnitude lower than that of beta-trifluoromethyl isomers. Quantum-chemical cal culations (AM1) showed that the decrease in the basicity of alpha-trif luoromethylamines does not correlate with tile change in the electron density at the nitrogen atom.