% Transmittance ° 20 40 60 80 100 % Transmittance 8 60 80 100 20 Reactant-acetanilide 4000 3600 3000 2500 2000 1500 1000 Wavenumber (cm) Product: 4-bromoacetanilide 4000 3500 3000 2500 Wavenumber (cm) 2000 1500 1000 Both the reactant and product show very similar IR spectra. For the reactant, indicate which IR signals are due to the presence of the amide group? Specifically, which signal is due the NH stretch (indicate which signal is due to the "free" NH stretching vibration and which signal is due to the "hydrogen bonded" NH stretching vibration? You may either type your answers below, or write your answers on the given spectrum shown above. NH bond (Hydrogen bonded) • NH bond ("free") Carbonyl bond

% Transmittance ° 20 40 60 80 100 % Transmittance 8 60 80 100 20 Reactant-acetanilide 4000 3600 3000 2500 2000 1500 1000 Wavenumber (cm) Product: 4-bromoacetanilide 4000 3500 3000 2500 Wavenumber (cm) 2000 1500 1000 Both the reactant and product show very similar IR spectra. For the reactant, indicate which IR signals are due to the presence of the amide group? Specifically, which signal is due the NH stretch (indicate which signal is due to the "free" NH stretching vibration and which signal is due to the "hydrogen bonded" NH stretching vibration? You may either type your answers below, or write your answers on the given spectrum shown above. NH bond (Hydrogen bonded) • NH bond ("free") Carbonyl bond

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

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.26P

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