text: With aqueous pK values of around 16–19, they are, in general, slightly weaker acids than water. With strong bases such as sodium hydride or sodium they form salts called alkoxides, with the general formula  (where R is an alkyl and M is a metal).
  The acidity of alcohols is strongly affected by solvation. In the gas phase, alcohols are more acidic than in water. In DMSO, alcohols (and water) have a pK of around 29–32. As a consequence, alkoxides (and hydroxide) are powerful bases and nucleophiles (e.g., for the Williamson ether synthesis) in this solvent. In particular,  or  in DMSO can be used to generate significant equilibrium concentrations of acetylide ions through the deprotonation of alkynes (see Favorskii reaction).