Brominations of Aliphatic Ketones by Copper(II) Bromide in Organic Solvents. II. The Reaction of Acetone with Copper(II) Bromide in N,N-Dimethylformamide
- 1 October 1972
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 45 (10) , 3127-3130
- https://doi.org/10.1246/bcsj.45.3127
Abstract
Because of a long induction period, the reaction between acetone and copper(II) bromide does not occur readily in pure DMF. However, in the presence of an acid, it proceeds readily. The initial rate is proportional to the product of the concentration of acetone and perchloric acid, but independent of the concentration of copper(II) bromide. The acid-catalyzed bromination of acetone by bromine has also been studied in DMF and found to obey the same second-order rate law as that in water. Both bromination reactions of acetone in DMF by copper(II) bromide and bromine were interpreted to be controlled by the enolization process of acetone.Keywords
This publication has 11 references indexed in Scilit:
- Bromination of Aliphatic Ketones with Copper(II) Bromide in Organic Solvents. I. The Reaction of Acetone with Copper(II) Bromide in MethanolBulletin of the Chemical Society of Japan, 1972
- Coordination and oxidation of ethylamine and diethylamine by copper(II) chlorideInorganic Chemistry, 1968
- Liquid Phase Chlorination of Olefins with Cupric ChlorideThe Journal of the Society of Chemical Industry, Japan, 1968
- REACTIONS OF AMIDES AND RELATED COMPOUNDS: II. NUCLEAR MAGNETIC RESONANCE INVESTIGATION OF ADDUCTS OF N-METHYLFORMAMIDE WITH HCl AND HBr AND N,N-DIMETHYLFORMAMIDE WITH PROTONATING ACIDS AND SILVER SALTSCanadian Journal of Chemistry, 1965
- Cupric Halide HalogenationsThe Journal of Organic Chemistry, 1965
- Copper(II) Bromide Complexes. I. A Spectrophotometric StudyInorganic Chemistry, 1963
- Halogenation with Copper(II). II. Unsaturated KetonesThe Journal of Organic Chemistry, 1963
- Halogenation with Copper(II). I. Saturated Ketones and PhenolThe Journal of Organic Chemistry, 1963
- Conductance Studies of Organometallic Chlorides of Group IVB and of Hydrogen Chloride in N,N-Dimethylformamide. Some Observations About the Purification of the SolventJournal of the American Chemical Society, 1957
- The Reduction of Cupric Chloride by Carbonyl CompoundsJournal of the American Chemical Society, 1955