Illustrated Glossary of Organic Chemistry

Sodium hydride (NaH): The sodium salt of the conjugate base of H2; Na+ :H-. A strong base (HpKa 35). Despite its high basicity, NaH is not nucleophilic.


NaH

THF

+   H2
Use of NaH to generate an alkyne anion by deprotonation of the terminal hydrogen of propyne.