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The solvent effect on the conformational equilibria of 4-substituted cyclohexenes (1995)

Došen-Mićović, Ljiljana ; Šolaja, Bogdan

Chichester : Wiley-Blackwell

Journal of Physical Organic Chemistry 8 (1995), S. 89-93

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ISSN: 0894-3230

Keywords: Organic Chemistry ; Physical Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology , Physics

Notes: Conformational preferences have been measured for 4-X-cyclohexenes (X = Br, Cl, CHO, COOH) in a series of solvents with increasing polarity. The conformational equilibrium exhibits a very weak solvent dependence. ΔG varies at most by 0·25 kcal mol-1 (1 kcal = 4·184 kJ) shifting from a non-polar mixture (CS2-CDCI3) to highly polar (CD3)2SO. The reaction field theory was used to calculate the variation of ΔG with solvent polarity. The calculated solvent shifts δΔG are small and in agreement with the values determined experimentally.

Additional Material: 2 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/poc.610080206

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