[Luscious]

Why water be a good choice of solvent for a compound with a pKa of 10 as opposed to a compound with a pKa of 16?

What would be a better choice of solvent for a compound with a higher pKa?


In relation to a Williamson Ether Synthesis.. starting with a phenol and dissolving it in KOH and water.... if I wanted to start with an alkyl alcohol instead.. what would I use?

[Vidya]

A high pKa means compound is very basic and can result in deprotonation of solvent