9.64 For each of the following reactions, provide a complete, detailed mechanism and predict the products, including stereochemistry where appropriate. Determine whether the reaction will yield exclusively one product or a mixture of products. For each reaction that yields a mixture, determine which is the major product. (a) OTs H3C (b) OTs H3C (c) OTs H3C NaCN (CH3)3CONA ? CH;CH,OH DMF DMSO (d) (e) CI CH3 (f) OTs H3C Na,CO3 NaOCH,CH3 ? CH;CH,OH, A CH;CH,OH, A CH3 DMSO, 95 °C

9.64 For each of the following reactions, provide a complete, detailed mechanism and predict the products, including stereochemistry where appropriate. Determine whether the reaction will yield exclusively one product or a mixture of products. For each reaction that yields a mixture, determine which is the major product. (a) OTs H3C (b) OTs H3C (c) OTs H3C NaCN (CH3)3CONA ? CH;CH,OH DMF DMSO (d) (e) CI CH3 (f) OTs H3C Na,CO3 NaOCH,CH3 ? CH;CH,OH, A CH;CH,OH, A CH3 DMSO, 95 °C

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

Chapter9: Nucleophilic Substitution And Β-elimination

Section: Chapter Questions

Problem 9.45P: Draw a structural formula for the major organic product of each reaction and specify the most likely...

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