Acetylide refers to a chemical compound or ion that contains the carbon-carbon triple bond (-C≡C-), also known as an acetylene bond. Acetylide ions are negatively charged and are formed by removing a hydrogen ion (H+) from an acetylene molecule (C2H2). The resulting acetylide ion has the formula C2H−, and is a strong base and nucleophile that can react with a variety of electrophiles. Acetylide compounds have important applications in organic synthesis, such as in the Sonogashira coupling reaction, where they are used as nucleophiles to form carbon-carbon bonds between an alkyne and an aryl or vinyl halide. Acetylide ions also have uses in the field of materials science, where they are used to prepare carbon-based materials such as graphene and carbon nanotubes.
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