Chemical Properties
Colorless to yellow to brown to grey liquid
Uses
Ethynylmagnesium bromide solution can be used in:
- The preparation of the alkyne component in an enyne cross-metathesis leading to conjugated dienes.
- Ethynylation of chiral α-(dibenzylamino) aldehydes.
- The synthesis of ethynyl aziridines.
- To prepare alkyl(triethynyl)germanes from tert-alkyltrichlorogermanes and 2-butyltrichlorogermane.
- The preperation of a key intermediate in the total synthesis of (+)-4-demethoxydaunomycin.
reaction suitability
reaction type: Grignard Reaction
Synthesis
An Organic Synthesis preparation of ethynyl magnesium bromide and chloride from Acetylene and Ethylmagnesium Bromide or butylmagnesium chloride, respectively, is available. The use of butylmagnesium chloride instead of ethylmagnesium bromide is recommended because of the chloride's greater solubility.
Precautions
Ethynylmagnesium halides are air and moisture-sensitive. They are usually used immediately after preparation.
