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- W2011577881 abstract "The ring-opening of 2,3-epoxybutane with aluminum chloride yielding 3-chloro-2-butanol was carried out in several different solvents. The reaction proceeds with 94% retention of configuration in a nitromethane solvent. The retentive ring-opening was observed to variable extents when nitro compounds, ethers, and aromatics were utilized as the solvents, but a complete inversion resulted in the other solvents. The regioselectivity was examined using 1,2-epoxypropane. The composition of the 1-chloro-2-propanol and 2-chloro-1-propanol thus produced was also strongly affected by the solvent. The latter was exclusively produced in nitromethane, though the former predominated in several other solvents. The structure of aluminum chloride in various solvents is discussed, and aluminum chloride-solvent 1 : 1 addition compounds in solution are concluded to be important for retentive and abnormal ring-opening." @default.
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- W2011577881 date "1976-04-01" @default.
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- W2011577881 title "Solvent Effects on Stereo and Regioselectivities of Ring-opening Reaction of Epoxide with Aluminum Chloride" @default.
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- W2011577881 doi "https://doi.org/10.1246/bcsj.49.1063" @default.
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