Factors in the formation of isomerically and optically pure alkyl halides. Part V. Conditions which determine the formation of 2-halogeno-2-methyl- and 2-halogeno-3-methyl-butanes in the preparation of 1-halogeno-2,2-dimethylpropanes from 2,2-dimethylpropan-1-ol
- 1 January 1968
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 664-667
- https://doi.org/10.1039/j29680000664
Abstract
Gas–liquid chromatography shows that the preparation of 1-halogeno-2,2-dimethylpropanes from the corresponding alcohol may be accompanied by the formation of 2-halogeno-2-methylbutanes and 2-halogeno-3-methylbutanes. The latter are frequently observed in bromide or iodide systems and are thought to result from isomerization of the first formed t-halides. Rearrangements occurring during the reactions of 2,2-dimethylpropan-1-ol with the hydrogen, phosphorus, and thionyl halides are reported and an assessment is made of various preparative procedures.Keywords
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