ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 19, Number 1
JKCSEZ 19(1)
February 20, 1975 

Kinetic study of halogen exchange for N,N-dimethylcarbamoyl chloride and N,N-diethylcarbamoyl chloride in acetone by using radioisotopic halide ions has been carried out at two temperatures as a part of studying the reactivity of carbonyl carbon atom. The order of nucleophilicity showed a similar tendency as that for alkyl chloroformate, but reaction rate is much slower than that for solvolysis and alkyl chloroformate. The activation parameters, ΔH≠ and ΔS≠ were found to decrease in sequence Cl- > Br- > I- for N,N-dialkylcarbamoyl chlorides. The results are interpreted in terms of solvation effect, degree of bond-breaking and bond-formation and electronic requirements.