Products and their significance in the solvolysis of 2-octyl methanesulfonate in 30% aqueous dioxane in the presence of sodium azide

✍ Scribed by George A. Gregoriou

• Publisher: Elsevier Science
• Year: 1976
• Tongue: French
• Weight: 343 KB
• Volume: 17
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)93022-3

✦ Synopsis

We have recently questioned 132 the evidence of Sneen and Larsen's study of the 2-octyl system3 in support of the particular unification of solvolysis mechanisms proposed by Sneen, 334 and originally the alleged observation of a between zero and first order rate dependence on the nucleophile. Such a dependence is required by the proposed theory when a rate-product discrepancy is observed such as that reported for this system.

3 However, when we plotted Sneen and Larsen's d;.ta against azide ion activity (a -1 -N3

instead of the concentration of sodium aside used in the initial study, as we suggested that they should, the original downwards curved rate plots were converted into linear ones. 1

This suggested a first order rate dependence, that is SN2-like behavior. On the other hand, the rateproduct discrepancy was of course maintained which suggested borderline behavior. This combination