A metal acetylide is an alkyne that has had a proton (hydrogen) removed from the terminal end by a metal such as sodium or an organolithium. So, for example, the alkyne CH₃C≡CH could be deprotonated to form the acetylide ion CH₃C≡C⁻. Once it has been deprotonated it becomes a strong nucleophile. Some acetylides, eg. silver acetylide, are explosives. Alkynes are hydrocarbons that have at least one triple bond between two carbon atoms. ... Hot metal work from a blacksmith Look up Metal in Wiktionary, the free dictionary In chemistry, a metal (Greek: Metallon) is an element that readily forms ions (cations) and has metallic bonds, and metals are sometimes described as a lattice of positive ions (cations) surrounded by a sea of delocolised... General Name, Symbol, Number sodium, Na, 11 Chemical series alkali metals Group, Period, Block 1, 3, s Appearance silvery white Atomic mass 22. ... An organolithium reagent is an organometallic compound with a direct bond between a carbon and a lithium atom. ... Deprotonation is a chemistry term that refers to the removal of a proton (hydrogen ion H+) from a molecule, forming the conjugate base. ... In chemistry, a nucleophile (literally nucleus lover) is a reagent which is attracted to centres of positive charge. ... This article is concerned solely with chemical explosives. ...

Acetylide ions are very useful in organic chemistry reactions in combining carbon chains, particularly addition and substitution reactions. One type of reaction displayed by acetylides are addition reactions with ketones to form tertiary alcohols. In the reaction in scheme 1 the alkyne proton of ethyl propiolate is deprotonated by n-butyllithium at -78°C to form lithium ethyl propiolate to which cyclopentanone is added forming a lithium alkoxy. Acetic acid is added to remove lithium and liberate the free alcohol ^[1]. Organic chemistry is that part of chemistry concerned with the composition, structure, properties, reactions and synthesis of organic compounds. ... An addition reaction, in chemistry, is in its simplest terms a organic reaction where two or more molecules combine to form a larger one. ... In a substitution reaction, a group of a particular compound is replaced by another group. ... An addition reaction, in chemistry, is in its simplest terms a organic reaction where two or more molecules combine to form a larger one. ... Ketone group A ketone is either the functional group characterized by a carbonyl group linked to two other carbon atoms or a chemical compound that contains this functional group. ... In general usage, alcohol (from Arabic al-khwl الكحول, or al-ghawl الغول) refers almost always to ethanol, also known as grain alcohol, and often to any beverage that contains ethanol (see alcoholic beverage). ... An organolithium reagent is a carbon nucleophile similar to a Grignard reagent. ... The degree Celsius (°C) is a unit of temperature named after the Swedish astronomer Anders Celsius (1701–1744), who first proposed a similar system in 1742. ... Pentanone is an organic compound with a linear form and a cyclic form, cyclopentanone. ... In chemistry, the alkoxyl group is an alkyl group linked to oxygen thus: R-O- In this function, R represents the alkyl group. ... Flash point 43 Â°C R-phrases , S-phrases , , , U.S. Permissible exposure limit (PEL) 10 ppm Supplementary data page Structure & properties n, εr, etc. ...

References

1. ↑  Synthesis of alkyl 4-hydroxy-2-alkynoates M. Mark Midland, Alfonso Tramontano, John R. Cable J. Org. Chem.; 1980; 45(1); 28-29. Abstract