CAS 4301-14-8

Ethynylmagnesium bromide

Description:

Ethynylmagnesium bromide is an organometallic compound classified as a Grignard reagent, which is characterized by the presence of a carbon-magnesium bond. It is typically a colorless to light yellow liquid or solid, depending on its form and purity. This compound is highly reactive, particularly with water and moisture, leading to the release of ethyne (acetylene) and the formation of magnesium hydroxide. Ethynylmagnesium bromide is used in organic synthesis, particularly for the introduction of ethynyl groups into various organic molecules, facilitating the formation of carbon-carbon bonds. Its reactivity allows it to participate in nucleophilic addition reactions, making it valuable in the synthesis of complex organic compounds, including pharmaceuticals and agrochemicals. Due to its reactivity, it must be handled under anhydrous conditions, typically in an inert atmosphere, to prevent decomposition and unwanted side reactions. Safety precautions are essential when working with this reagent, as it can be flammable and toxic.

Formula: C₂HBrMg

InChI: InChI=1S/C2H.BrH.Mg/c1-2;;/h1H;1H;/q;;+1/p-1

InChI key: InChIKey=HUGJUYPSXULVQQ-UHFFFAOYSA-M

SMILES: C([Mg]Br)#C

Synonyms:

• 0.5 M in THF
• Acetylenemagnesium bromide
• Bromoethynylmagnesium
• Magnesium, bromoethynyl-
• Ethynylmagnesium bromide