Chemistry Draw out a complete mechanism for imine formation from the reaction of 4-iodoaniline will be 4-nitrobenzaldehyde. Be sure to include all appropriate arrows. This aryl imine synthesis was performed using 95:5 ethyl lactate: water (v/v) solvent the pH of the solvent is ~ 5. With knowledge of the mechanism of imine formation answer the following: a) if the reaction was performed in an HCl: ethyl lactate: water solvent system with a pH = 0 what would occur? Why? b) if the reaction was performed in an NaOH: ethyl lactate: water solvent system at pH = 10 what would occur? Why? c) if the reaction was performed in a 100% water solvent system would it work? Why or why not?

Chemistry Draw out a complete mechanism for imine formation from the reaction of 4-iodoaniline will be 4-nitrobenzaldehyde. Be sure to include all appropriate arrows. This aryl imine synthesis was performed using 95:5 ethyl lactate: water (v/v) solvent the pH of the solvent is ~ 5. With knowledge of the mechanism of imine formation answer the following: a) if the reaction was performed in an HCl: ethyl lactate: water solvent system with a pH = 0 what would occur? Why? b) if the reaction was performed in an NaOH: ethyl lactate: water solvent system at pH = 10 what would occur? Why? c) if the reaction was performed in a 100% water solvent system would it work? Why or why not?

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Section21.SE: Something Extra

Problem 35MP

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