The chlorination of acetone: a complete kinetic analysis
- 1 June 1986
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 64 (6) , 1250-1266
- https://doi.org/10.1139/v86-208
Abstract
Rate constants are reported for all of the major steps followed in the chlorination of acetone, including the chlorination of mono- and 1,1-dichloroacetone, the chlorination of hydroxyacetone, the chlorination and hydroxide-catalyzed rearrangement of 1,1-dihydroxyacetone, and the haloform cleavage of trichloroacetone. pKa values are reported for hydroxyacetone and monochloroacetone. Rate constants for the hydrolyses of chloroacetone and 1,1-dichloroacetone are reported; these reactions are probably not SN2 displacements but proceed by addition of hydroxide and intramolecular displacement.Keywords
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