Uses
Propynyllithium is a powerful nucleophilic source of the propynyl unit for many electrophiles.
Preparation
Propynyllithium is prepared in situ under nitrogen by reaction of propyne (condensed into cold THF) with n-Butyllithium in THF at -78 °C or Lithium Amide in ether/liquid ammonia below -50 °C, or by reaction of 1,2-dibromopropane with equiv of Lithium Diisopropylamide (double elimination of hydrogen bromide and deprotonation) at -60 °C to 0 °C in THF.
Definition
ChEBI: Prop-1-ynyllithium is an alkynyllithium compound.
storage
Propynyllithium must be prepared and transferred under inert gas (Ar or N2) to exclude oxygen and moisture.