The role of hydrocarbon chain nature in organic non-electrolytes in the efficiency of their functional groups' hydration
Abstract
A comparative analysis of n-octane - water functional group increments (Iƒ) of organic non-electrolytes (hydrocarbons, nitrogen-, oxygen-, halogen- and sulphor-containing compounds containing n-alkyl, allyl, benzyl, vinyl, phenyl, 1-naphthyl, 2-naphthyl and 9-anthryl groups) has been performed. It has been determined that increasing the hydrocarbon chain electronegativity increases Iƒ by up to 3,7 units. For all monosubstituted groups except fluoride, replacing the alkyl group by the aryl one increases Iƒ by 0,6-1,2 units. It has been found that the most important factors determining the increase in Iƒ are the nature and number of hydrocarbon chains, bond polarity in the functional group and its possession of mobile electron pairs.
About the Authors
S. M. Leshchev
Белорусский государственный университет
Belarus
A. U. Zaidzel
Белорусский государственный университет
Belarus
V. S. Kondrev
Белорусский государственный университет
Belarus
V. U. Antonchik
Республиканский центр аналитического контроля в области охраны окружающей среды
Belarus
D. T. Kozhich
Белорусский государственный аграрный технический университет
Belarus
References
1. Leo A., Hansch C., Elkins D. // Chem. Rev. 1971. Vol. 71, N 6. P. 525-616.
2. Лещев С. М // Журн. физ. химии. 2002. Т. 76, № 10. С. 1597-1603.
3. Лещев С. М., Онищук В. И. // Журн. прикл. химии. 1989. Т. 61, № 12. С. 1796-1801.
4. Rekker R., Mannhold R. // Calculation of drug lipopltilicity. VCH: Weinheim. 1992. 112 p.
5. Leschev S. M. // Ion Exchange and Solvent Extraction. 2001. Vol. 15. P. 295-330.
6. Adcock W., Khor T. // J. Org. Chem. 1978. Vol. 43, N 6. P. 1272-1275.
7. Hansch C., Leo A., Taft R. W. // Chem. Rev. 1991. Vol. 91, N 2. P. 165-195.
Views: 669