Studies on the rearrangement of (trichloromethyl) carbinols to α-chloroacetic acids

…, JR McKee, R Brown, S Lakshmanan…

Index: Reeve, Wilkins; McKee, James R.; Brown, Robert; Lakshmanan, Sitarama; McKee, Gertrude A. Canadian Journal of Chemistry, 1980 , vol. 58, p. 485 - 493

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Citation Number: 32

Abstract

Phenyl (trichloromethyl) carbinol undergoes an unimolecular, predominantly intramolecular conversion into potassium α-chlorophenylacetate on stirring with 10% aqueous potassium hydroxide at 0° C for several days. Besides providing an interesting example of a 1-2 chlorine shift, the reaction is of potential importance for the synthesis of α-chloro acids. The study of a variety of (trichloromethyl) carbinols shows the reaction is general for secondary ...