12. Alcohols, Ethers, Epoxides and Thiols

Provide the complete, IUPAC name for the following molecule.

Predict which member of each pair has the higher boiling point, and explain the reasons for your predictions. (a) hexan-1-ol or 3,3-dimethylbutan-1-ol (b) hexan-2-one or hexan-2-ol

Predict which member of each pair will be more soluble in water. Explain the reasons for your answers. (a) hexan-1-ol or cyclohexanol (b) heptan-1-ol or 4-methylphenol (c) 3-ethylhexan-3-ol or octan-2-ol (d) hexan-2-ol or cyclooctane-1,4-diol (e)

or

Draw the structures of the following compounds. (Includes both new and old names.) (d) 3-cyclopentylhexan-3-ol (e) meso-2,4-pentanediol

Give systematic (IUPAC) names for the following diols and phenols. (a)

(b)