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Dilithium acetylide is an organometallic compound with the formula L i2 C 2.It is typically derived by double deprotonation of acetylene. X-ray crystallography confirms the presence of C≡C subunits attached to lithium, resulting in a polymeric structure. [3]
This acetylide adds to the carbonyl center of cyclopentanone. Hydrolysis liberates the alkynyl alcohol. [14] Reaction of ethyl propiolate with n-butyllithium to form the lithium acetylide. The dimerization of acetylene to vinylacetylene proceeds by insertion of acetylene into a copper(I) acetylide complex. [15]
Lithium acetylide is added to a prochiral ketone to yield a chiral alcohol product. The structure of the active reaction intermediate was determined by NMR spectroscopy studies in the solution state and X-ray crystallography of the solid state to be a cubic 2:2 tetramer. [45] Merck synthesis of Efavirenz
The carbonaceous material in an archeological sample is treated with lithium metal in a small specialized research furnace to form lithium carbide (also known as lithium acetylide). The carbide can then be reacted with water, as usual, to form acetylene gas to feed into a mass spectrometer to measure the isotopic ratio of carbon-14 to carbon-12.
In the following reaction (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 alkoxide. Acetic acid is added to remove lithium and liberate the free alcohol. [6] Scheme 1.
Lithium is a highly reactive alkali metal that is widely used in various industrial applications due to its unique properties. Lithium compounds are formed by combining lithium with other elements, such as oxygen, sulfur, and chlorine, to form different chemical compounds.
On treatment with two equivalents of n-butyllithium, lithium halogen exchange and deprotonation yields a lithium acetylide species that undergoes hydrolysis to yield the terminal alkyne product (scheme 12). [30] More recent developments include a modified procedure for one-pot synthesis. [37]
Lithium carbide; S. Silver acetylide; Strontium carbide This page was last edited on 16 March 2013, at 12:51 (UTC). Text is available under the Creative ...