Nucleophilic Displacement at Sulfur Center (III). Kinetic Studies on Halide Exchange Reactions of Dimethylsulfamoyl Chloride in Dry Acetone

유황의 친핵 치환반응 (제3보). 아세톤 용매속에서의 Dimethylsulfamoyl Chloride의 할라이드 교환반응에 관한 속도론적 연구

  • Ikchoon Lee (Department of Chemistry, Inha University) ;
  • Shi Choon Kim (Department of Chemistry, College of General Studies Hanyang University)
  • Published : 1973.12.30


Kinetic study of halide exchange for dimethylsulfamoyl chloride in dry acetone by using radioisotopic halide ions has been carried out at two temperatures. The result of the order of nucleophilicity, as compared with benzenesulfonyl chloride, shows a similar tendency but reaction rate is slower, more than $10^{-2}$times, than benzenesulfonyl chloride. The activation parameter, ${\Delta}H^{\neq}\;and\;{\Delta}S^{\neq}$ decrease in sequence $Cl^-\;>\;Br^-\;>\;I^-$ in dimethylsulfamoyl chloride but it is the reverse order found for benzenesulfonyl chloride. The results are interpreted with bond-breaking, bond-formation, and electronic requirments, and in the light of HSAB Principle.



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