PROPYNYLLITHIUM Property

solubility 

sol liquid ammonia; partially sol THF, ether.

Safety

RIDADR 

2445

HazardClass 

4.2

PackingGroup 

I

Hazard and Precautionary Statements (GHS)

PROPYNYLLITHIUM Chemical Properties,Usage,Production

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.