Journal of the American Chemical Society

Thermodynamic, conformational, and chemical reactivity studies of the 2, 5-di-tert-butylcyclohexyl system. Reversal of the thermodynamic stability with chemical …

DJ Pasto, DR Rao

Index: Pasto,D.J.; Rao,D.R. Journal of the American Chemical Society, 1970 , vol. 92, p. 5151 - 5160

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Citation Number: 20

Abstract

Abstract: The four stereoisomeric 2, 5-di-t-butylcyclohexanols have been prepared and subjected to detailed thermodynamic and conformational analysis, and chemical reactivity studies. The cis, trans-isomer 1, which exists in a chair conformation with an axial hydroxyl, is more thermodynamically stable than the trans, cis-isomer 2 which exists in a chair conformation with an equatorial hydroxyl. The &, cis-isomer 3 exists exclusively in a twist- ...

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