Methylpentynol is prepared by reaction of butanone (MEK) with sodium acetylide. The reaction is proposed to proceed via a silver acetylide intermediate. Silver acetylide is an inorganic chemical compound with the formula AgC, a metal acetylide. Therefore, an acetylide anion is produced. Lithium is the only metal that reacts directly with carbon to give dilithium acetylide. A white precipitate of the acetylide (AgCR) is formed in this case. Calcium oxide reacts with carbon to form acetylide. This acetylide adds to the carbonyl center of cyclopentanone. The other being TATP and silver acetylide. Copper acetylide is the substrate of Glaser coupling for the formation of polyynes. Lithium acetylide is added to a prochiral ketone to yield a chiral alcohol product. The calcium acetylide commonly called calcium carbide is a major compound of commerce. A mild acid workup will quench the acetylide anion and the 3-aminopropylamine anion. The metal acetylide then reacts with an aldehyde or ketone to form a propargyl alcohol.