67176-72-1Relevant academic research and scientific papers
Head-to-Head Cycloadducts from the Reaction of Hydrogen Halides with Propyne and with Propadiene
Griesbaum, Karl,Mach, Helmut,Hittich, Reinhard
, p. 1911 - 1921 (2007/10/02)
Reactions of propyne with excess hydrogen bromide afforded in low yields the four stereoisomeric 1,3-dibromo-1,2-dimethylcyclobutanes (3a - 6a) as well as trans-1,2-dibromo-1,2-dimethylcyclobutane (7a) and 3-bromo-1,2-dimethyl-1-cyclobutene (8a).Similar reactions of propadiene gave also in small yields two stereoisomeric 1,3-dibromo-1,2-dimethylcyclobutanes (5a, 6a), trans-1,2-dibromo-1,2-dimethylcyclobutane (7a) and r-1-bromo-t-2-(bromomethyl)-1-methylcyclobutane (11).From propyne and excess hydrogen chloride, small amounts of two stereoisomeric 1,3-dichloro-1,2-dimethylcyclobutanes (5b, 6b) were obtained, whereas the reaction with a deficient amount of hydrogen chloride gave 3-chloro-1,2-dimethyl-1-cyclobutene (8b) in a low yield.
