42877-25-8Relevant academic research and scientific papers
DOPING-ADDITION OF ARENESULFENYL CHLORIDES TO OLEFINS IN THE PRESENCE OF PERCHLORIC ACID AND THE LITHIUM PERCHLORATE. CRITERIA OF LIMITING VARIANTS IN MECHANISM OF THESE REACTIONS
Kartashov, V. R.,Sorobogatova, E. V.,Grudzinskaya, E. Yu.,Zefirov, N. S.,Caple, R.
, p. 2231 - 2242 (2007/10/02)
The addition of perchloric acid in the addition reactions of sulfenyl chlorides to olefins gives rise to a doping effect, which exceeds the analogous effect of lithium perchlorate.Analysis of the dependence of rate of the model reactions and the yields of the doping products on the perchloric acid and lithium perchlorate concentrations showed that the doping additions can operate by two mechanisms, i.e., by the mechanism of a normal salt effect in the controlling state and by a mechanism of ion-pair exchange in the subsequent fast stages.
KINETICS AND DOPING EFFECT IN THE ADDITION OF 2,4-DINITROPHENYLSULFENYL CHLORIDE AND DITHIOCYANOGEN TO OLEFINS
Skorobogatova, E. V.,Grudzinskaya, E. Yu.,Afanas'ev, P. S,Kartashov, V. R.,Zefirov, N. S.,Caple, R.
, p. 1814 - 1822 (2007/10/02)
The rate of the doping addition in the reactions of 2,4-dinitrophenylsulfenyl chloride with cyclohexene an methylenecyclobutane and of dithiocyanogen with cyclohexene and substituted styrenes in the presence of lithium perchlorate is described by the normal salt effect equation.On the other hand, the rate of formation of the doping products may exceed or lag behind the increase in the total reaction rate.These results were interpreted in the framework of an ion-pair mechanism.
vic-Iodothiocyanates and Iodoisothiocyanates. Part 8. Addition of Iodine-Thiocyanogen to Alkenes under Ionic and Radical Conditions
Cambie, Richard C.,Rutledge, Peter S.,Strange, Gary A.,Woodgate, Paul D.
, p. 553 - 565 (2007/10/02)
Addition of iodine-thiocyanogen to alkenes in the dark proceeds by a regioselective ionic reaction to give mainly vic-iodoisothiocyanates, and under irradiation with u.v. light by a radical reaction to give mainly vic-iodothiocyanates.However, in the case of 1-methylene-4-t-butylcyclohexane even under irradiation by u.v. light, ionic addition of the reagent competes successfully with, and almost to the exclusion of, the radical pathway.
REACTION OF OLEFINS WITH A MIXTURE OF IODINE AND MERCURY(II) THIOCYANATE. PREDOMINANT FORMATION OF vic-IODO(ISOTHIOCYANATO)ALKANES.
Watanabe,Uemura,Okano
, p. 2458 - 2462 (2007/10/02)
Treatment of olefins with a mixture of iodine and mercury(II) thiocyanate in benzene or diethyl ether gives vic-iodo(isothiocyanato)alkanes and vic-iodo(thiocyanato)alkanes in a high yield, the former being predominant. Similar results were obtained by us
Bromothiocyanation of Alkenes
Cambie, Richard C.,Larsen, David S.,Rutledge, Peter S.,Woodgate, Paul D.
, p. 58 - 63 (2007/10/02)
Treatment of alkenes with "thicyanogen bromide" prepared from equimolar amounts of bromine and thallium (1) thiocyanate in wet chloroform, gives moderate to high yields of vic-bromothiocyanates.The addition proceeds by an ionic mechanism involving nucleophilic attack of bromide ion on anS-cyanothiiranium cation.Unlike vic-iodothiocyanates, the vic-bromothiocyanates are not readily isomerized to the corresponding vic-halogenoisothiocyanates.
