) a) Explain why pyrrole is aromatic. Draw an orbital energy diagram (arrows on lines) that indicates where the non-bonding electron pair in nitrogen is located. furan b) Furan can undergo electrophilic aromatic substitution, just like benzene. Draw the intermediate and its resonance form(s) if furan is substituted with an electrophile (E") in the C-2 position. c) Draw the intermediate and its resonance form(s) if furan is substituted with an electrophile (E") in the C-3 position. d) Based upon your answers to b and c, what is the product of the following reaction. HNO3 H₂SO4 00 €

) a) Explain why pyrrole is aromatic. Draw an orbital energy diagram (arrows on lines) that indicates where the non-bonding electron pair in nitrogen is located. furan b) Furan can undergo electrophilic aromatic substitution, just like benzene. Draw the intermediate and its resonance form(s) if furan is substituted with an electrophile (E") in the C-2 position. c) Draw the intermediate and its resonance form(s) if furan is substituted with an electrophile (E") in the C-3 position. d) Based upon your answers to b and c, what is the product of the following reaction. HNO3 H₂SO4 00 €

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

4.
a) Explain why pyrrole is aromatic. Draw an orbital energy diagram (arrows on lines) that indicates where
the non-bonding electron pair in nitrogen is located.
H
furan
b) Furan can undergo electrophilic aromatic substitution, just like benzene. Draw the intermediate and its resonance
form(s) if furan is substituted with an electrophile (E') in the C-2 position.
c) Draw the intermediate and its resonance form(s) if furan is substituted with an electrophile (E") in the C-3 position.
d) Based upon your answers to b and c, what is the product of the following reaction.
HNO3
H₂SO4
€

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Step 1: Introduction

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Step 2: Aromaticity in Pyrrole.

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Step 3: Orbital Diagram of Pyrrole.

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Step 4: Resonating Structure of Furan when electrophile is at C-2

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Step 5: Resonating Structure of Furan when electrophile is at C-3

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Step 6: Nitration of Pyrrole.

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