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- Title
Alkyl substituent effect on the polarity of phenols-tri-n-alkylamine complexes.
- Authors
Pawelka, Zbigniew; Zeegers-Huyskens, Therese
- Abstract
The formation constants and the dipole moments of the H-bonded adducts of 1:1 and 2:1 stoichiometries formed between three different phenols (phenol, 2,4,6-trichlorophenol, and 2,4-dinitrophenol) and different tri-n-alkylamines are determined in solvents of weak polarity. The polarity of the 1:1 complexes of 2,4,6-trichlorophenol with tri-n-alkylamines markedly increases with increasing degree of amine alkylation, in contrast with the complexes involving the two other phenols. The influence of the basicity and steric hindrance of the tri-n-alkylamines on the proton-transfer constant is discussed and quantitative correlations are deduced.
- Subjects
PHENOLS; PROTON transfer reactions; CHEMISTRY; CHARGE transfer; POLARITY (Chemistry)
- Publication
Canadian Journal of Chemistry, 2003, Vol 81, Issue 9, p1012
- ISSN
0008-4042
- Publication type
Article
- DOI
10.1139/v03-107