Determination and interpretation of second order rate constants for the addition of hydrogen halides to alkenes

R Borgeaud, H Newman, A Schelpe, V Vasco…

Index: Borgeaud, Robert; Newman, Henry; Schelpe, Arabella; Vasco, Veronica; Peter Hughes Journal of the Chemical Society. Perkin Transactions 2, 2002 , # 4 p. 810 - 813

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Abstract

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 ...