14252-63-2Relevant academic research and scientific papers
Evidence for molecular complexes in the mechanism of additions of iodine monochloride to alkenes
Schmid, George H.,Gordon, James W.
, p. 2526 - 2534 (2007/10/02)
Immediately upon mixing ICl and 2,3-dimethyl-2-butene in CCl4 at 25 deg C a new absorption band due to an alkene - ICl molecular complex appears at 295 +/- 5 nm and decreases rapidly with time.The rate law under conditions of (alkene)0 >> (ICl)0/dt = kexpt(alkene)(ICl)3/AD(alkene)>3 where KAD is the equilibrium constant for the formation of a 1:1 alkene - ICl molecular complex.The addition of ICl to the Z and E isomers of 2-butene and 1-phenylpropene occurs by anti-stereospecific addition.The negative enthalpy of activation for the addition of ICl to 2,3-dimethyl-2-butene is evidence that one or more complexes are involved on the reaction coordinate prior to the rate-determining step.On the basis of analysis of the enthalpy changes during the reaction, it is proposed that both a 1:1 and a 1:2 alkene - ICl molecular complex is involved in the mechanism prior to the rate-determining step.
