When the 1 H NMR spectrum of an alcohol is run in dimethyl sulfoxide (DMSO) solvent

Chapter 17, Problem 17.19

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When the 1 H NMR spectrum of an alcohol is run in dimethyl sulfoxide (DMSO) solvent rather than in chloroform, exchange of the O]H proton is slow and spinspin splitting is seen between the O]H proton and C]H protons on the adjacent carbon. What spin multiplicities would you expect for the hydroxyl protons in the following alcohols? (a) 2-Methyl-2-propanol (b) Cyclohexanol (c) Ethanol (d) 2-Propanol (e) Cholesterol (f ) 1-Methylcyclohexanol

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