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Determination and interpretation of second order rate constants for the addition of hydrogen halides to alkenes
An extensive range of second order rate constants for the addition of hydrogen halides to alkenes in 98% v/v ethanoic acid (acetic acid)-water have been obtained by conductivity measurements. The rate constants are in the expected order of HF HCl HBr HI. The rates with different alkenes cannot be rationalised solely by a consideration of carbocation stability and it has been necessary to consider steric effects in order to explain the observed order.
Borgeaud, Robert,Newman, Henry,Schelpe, Arabella,Vasco, Veronica,Peter Hughes
p. 810 - 813
(2007/10/03)

THE REACTION OF PERFLUOROBUTANESULFONYL FLUORIDE WITH ALCOHOLS IN THE PRESENCE OF 4-DIALKYLAMINOPYRIDINES
Primary hydroxy groups as in neopentyl alcohol 7 or neopentylglycol 18 react readily with perfluorobutanesulfonyl fluoride 1 in the presence of 2 equiv. of the nucleophilic 4-dialkylaminopyridines 4 to afford high yields of the corresponding N-alkyl-4-dialkylaminopyridinium perfluorobutanesulfonates (nonaflates).Secondary hydroxy groups give rise to a mixture of the corresponding olefins and monofluorides as well as of the corresponding N-alkyl-4-dialkylaminopyridinium nonaflates.
Bennua-Skalmowski, Baerbel,Krolikiewicz, Konrad,Vorbrueggen, Helmut
p. 453 - 462
(2007/10/02)