Aromatic heterocycles can undergo electrophilic aromatic substitution like benzene. Groups attached to the heterocycle can therefore have similar directing effects as they can on benzene. Keeping this in mind, consider the following reaction, where E+ is a general electrophile: a) Draw all relevant resonance structures for the intermediate of each product b) Based on your answers to part a), which product do you expect to be the major product and why? (2 points) c) If you performed this reaction in the laboratory, which instrumental technique (ex: 1H NMR, IR, Mass Spectrometry) would be best to determine which product you obtained of the three and why?
Aromatic heterocycles can undergo electrophilic aromatic substitution like benzene. Groups attached to the heterocycle can therefore have similar directing effects as they can on benzene. Keeping this in mind, consider the following reaction, where E+ is a general electrophile: a) Draw all relevant resonance structures for the intermediate of each product b) Based on your answers to part a), which product do you expect to be the major product and why? (2 points) c) If you performed this reaction in the laboratory, which instrumental technique (ex: 1H NMR, IR, Mass Spectrometry) would be best to determine which product you obtained of the three and why?
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 7CTQ
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a) Draw all relevant resonance structures for the intermediate of each product
b) Based on your answers to part a), which product do you expect to be the major product and why? (2 points)
c) If you performed this reaction in the laboratory, which instrumental technique (ex: 1H NMR, IR, Mass Spectrometry) would be best to determine which product you obtained of the three and why?
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