Monomeric tert-Butanol in Benzene and Cyclohexane Solutions: A Fourier-Transform Infrared Spectroscopy Study

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The dependence of the hydroxyl stretching frequency of monomeric tert-butanol in cyclohexane and benzene solutions on concentration was studied at different temperatures. The –OH group in the monomeric form of the alcohol appears to experience very small or negligible alcohol concentration effects. This is attributed to the ability of tert-butanol to form dimers by hydrogen bonding, which in turn shield their polar groups from monomeric tert-butanol. As a result, the environment that the latter interacts with consists of weakly polar or nonpolar species (cyclohexane or benzene), and the nonpolar (methyl) groups of dimeric tert-butanol.

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