
(a)
Interpretation: The reason corresponding to the fact that the single kekule structure is consistent with the first result, but does not explain the second result is to be stated.
Concept introduction: Kekule structure of benzene consists of three alternating double and single bonds. But his structures do not take into the account of resonance structures of benzene.
(b)
Interpretation: The reason corresponding to the fact that resonance description of benzene is consistent with results of both reactions is to be stated.
Concept introduction: Kekule structure of benzene consists of three alternating double and single bonds. But his structures do not consider the resonance structures of benzene.
Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These resonance structure combine together to give resonance hybrid that is lower in energy and is the most stable structure.

Want to see the full answer?
Check out a sample textbook solution
Chapter 17 Solutions
Organic Chemistry
- For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene. Molecule Inductive Effects O donating O withdrawing O no inductive effects Resonance Effects Overall Electron-Density ○ donating ○ withdrawing O no resonance effects O electron-rich O electron-deficient O similar to benzene Cl O donating O withdrawing ○ donating ○ withdrawing O no inductive effects O no resonance effects O Explanation Check O electron-rich O electron-deficient similar to benzene X © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessarrow_forwardIdentifying electron-donating and For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene. Molecule Inductive Effects NH2 ○ donating NO2 Explanation Check withdrawing no inductive effects Resonance Effects Overall Electron-Density ○ donating O withdrawing O no resonance effects O donating O withdrawing O donating withdrawing O no inductive effects Ono resonance effects O electron-rich electron-deficient O similar to benzene O electron-rich O electron-deficient O similar to benzene olo 18 Ar 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessibilityarrow_forwardRank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic aromatic substitution. Explanation Check Х (Choose one) OH (Choose one) OCH3 (Choose one) OH (Choose one) © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Centerarrow_forward
- Assign R or S to all the chiral centers in each compound drawn below porat bg 9 Br Brarrow_forwarddescrive the energy levels of an atom and howan electron moces between themarrow_forwardRank each set of substituents using the Cahn-Ingold-Perlog sequence rules (priority) by numbering the highest priority substituent 1.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
