104170-24-3Relevant academic research and scientific papers
Reaction of Grignard compounds with 4-chloro-2-methyl-3-butyn-2-ol in Diethyl Ether equivalents
Shchelkunov,Sivolobova,Mataeva,Minbaev,Muldakhmetov
, p. 5 - 8 (2001)
Reactions of RMgX · THF complexes with 4-chloro-2-methyl-3-butyn-2-ol in aromatic hydrocarbons were studied. The complexes formed by arylmagnesium halides require the presence of anisole for the reaction to occur. 4-Chloro-2-methyl-3-butyn-2-ol can be synthesized by reaction of 2-methyl-3-butyn-2-ol with sodium hypochloride in the two-phase system water-benzene.
Highly efficient photochemical generation of a triple bond: Synthesis, properties, and photodecarbonylation of cyclopropenones
Poloukhtine, Andrei,Popik, Vladimir V.
, p. 7833 - 7840 (2007/10/03)
UV irradiation of alkyl-, aryl-, and heteroatom-substituted cyclopropenones results in the loss of carbon monoxide and the formation of quantitative yields of corresponding alkynes. The quantum yield of the photochemical decarbonylation reaction ranges from 20% to 30% for alkyl-substituted cyclopropenones to above 70% for the diphenyl- and dinaphthylcyclorpopenones. Rapid formation (5 ns) and then a somewhat slower decay (ca. 40 ns) of an intermediate in this reaction was observed by using laser flash photolysis. The DFT calculations allowed us to identify this intermediate as a zwitterionic species formed by a cleavage of one of the carbon-carbon bonds of the cyclopropenone ring. The latter then rapidly loses carbon monoxide to produce the ultimate acetylenic product. Despite their high photoreactivity, cyclopropenones were found to be thermally stable compounds with the exception of hydroxy- and methoxy-substituted cyclopropenones. The latter undergo rapid solvolysis in hydroxylic solvents even at room temperature. The application of this reaction to the in situ generation of the enediyne strucutre was illustrated by the photochemical preparation of benzannulated enediyne 12.
Ethynyl-substituted aromatic ortho diamines and method of synthesis
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, (2008/06/13)
As new compositions of matter, ethynyl-substituted aromatic ortho-diamines. The compounds are useful as endcapping agents for thermally stable heterocyclic oligomeric compositions.
