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Talk:Solvolysis

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SN1?

[edit]

Need solvolysis always be an SN1? Why can't it be an SN2? This is a terribly brief article, and the context seems to be missing. I've pointed ammonolysis and alcoholysis here. --Rifleman 82 05:31, 12 October 2007 (UTC)[reply]

  • After further investigation, Sykes's A Guidebook to Mechanism in Organic Chemistry, 6th Edition, states that the transesterification mechanism is BAC2 (Based-catalyzed, acyl-oxygen cleavage, bimolecular). Source page #239.--E8 (talk) 14:33, 24 September 2008 (UTC)[reply]
Not necessarily, as transesterification can also be catalyzed by an acid. But it is usually neither SN1 nor SN2 because the reaction involves addition to the carbonyl. --Itub (talk) 15:15, 25 September 2008 (UTC)[reply]
  • Yes, I should've mentioned that. This discussion has taken place over a number of different pages for the last year. Do have access to kinetics data that would indicate what type of pathway acid-catalyzed transesterification follows?--E8 (talk) 15:43, 26 September 2008 (UTC)[reply]