CyHN ch is worth 10 por intermediate #2 from intermediate #1 and for intermediate #3 going to the final product. A. Show the key species in the DCC amine-carboxylic acid coupling. Use proper reaction arrows to form amine OH + N-Cy Intermediate #1 - an adduct from DCC and the carboxylic acid (anhydride-like) - no involvement of he amine yet NHCy -NH₂ (DCC) Cy = cyclohexyl Intermediate #3 - from an internal transfer of protons in #2 that sets up the formation of the amide and the urea byproduct Intermediate #2 - the tetrab intermediate like in any n acyl substitution - add ar and do nothing else

CyHN ch is worth 10 por intermediate #2 from intermediate #1 and for intermediate #3 going to the final product. A. Show the key species in the DCC amine-carboxylic acid coupling. Use proper reaction arrows to form amine OH + N-Cy Intermediate #1 - an adduct from DCC and the carboxylic acid (anhydride-like) - no involvement of he amine yet NHCy -NH₂ (DCC) Cy = cyclohexyl Intermediate #3 - from an internal transfer of protons in #2 that sets up the formation of the amide and the urea byproduct Intermediate #2 - the tetrab intermediate like in any n acyl substitution - add ar and do nothing else

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 19.67P

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