1 How can one distinguish experimentally if the ortho ester shown below hydrolyzes in acidic water by an SN1 or SN2 mechanism? (There are actually two possible SN2 mechanisms, but recall that SN2 at a tertiary carbon is uncommon, and therefore this is not one of the two choices that we are trying to distinguish.) OCH3 OCH3 H3O+/H₂O Я OCH3 OCH3

1 How can one distinguish experimentally if the ortho ester shown below hydrolyzes in acidic water by an SN1 or SN2 mechanism? (There are actually two possible SN2 mechanisms, but recall that SN2 at a tertiary carbon is uncommon, and therefore this is not one of the two choices that we are trying to distinguish.) OCH3 OCH3 H3O+/H₂O Я OCH3 OCH3

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.63P

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