ORGANIC CHEMISTRY-WILEYPLUS NEXTGEN
ORGANIC CHEMISTRY-WILEYPLUS NEXTGEN
4th Edition
ISBN: 9781119760924
Author: Klein
Publisher: WILEY
Question
Book Icon
Chapter 18, Problem 55PP

(a)

Interpretation Introduction

Interpretation:

  • The most likely position at which monobromination could occur has to be identified.

Concept Introduction:

  • Electrophiles are electron deficient species. In Electrophilic substitution reaction a group or atom in a compound is replaced by electrophile. This kind of reaction occurs predominantly in aromatic compounds. Electrophilic substitution reactions of aromatic compounds are known as aromatic electrophilic substitution reactions.
  • Benzene is an electron rich Aromatic compound. It undergoes aromatic electrophilic substitution reaction. 
  • The delocalized nature of pi electrons in benzene attributes a special property to benzene called resonance.
  • If the substituents on benzene Carbon are Electron rich groups they are known as activating groups. They are ortho- and para- directing groups because these groups when directly bonded to benzene Carbon increases the electron density at ortho and para positions. So they direct the incoming electrophile towards ortho and para position in electrophilic substitution reactions.
  • If the substituents on benzene Carbon are Electron withdrawing groups they are known as deactivating groups. They are meta-directing groups because these groups when directly bonded to benzene Carbon decreases the electron density at ortho and para positions and so the incoming electrophile is directed towards meta position.
  • Friedel-Crafts Alkylation: This Lewis acid-catalyzed electrophilic aromatic replacement allows the synthesis of alkylated products by means of the reaction of arenes through alkyl halides or alkenes.

(b)

Interpretation Introduction

Interpretation:

  • The most likely position at which monobromination could occur has to be identified.

Concept Introduction:

  • Electrophiles are electron deficient species. In Electrophilic substitution reaction a group or atom in a compound is replaced by electrophile. This kind of reaction occurs predominantly in aromatic compounds. Electrophilic substitution reactions of aromatic compounds are known as aromatic electrophilic substitution reactions.
  • Benzene is an electron rich Aromatic compound. It undergoes aromatic electrophilic substitution reaction. 
  • The delocalized nature of pi electrons in benzene attributes a special property to benzene called resonance.
  • If the substituents on benzene Carbon are Electron rich groups they are known as activating groups. They are ortho- and para- directing groups because these groups when directly bonded to benzene Carbon increases the electron density at ortho and para positions. So they direct the incoming electrophile towards ortho and para position in electrophilic substitution reactions.
  • If the substituents on benzene Carbon are Electron withdrawing groups they are known as deactivating groups. They are meta-directing groups because these groups when directly bonded to benzene Carbon decreases the electron density at ortho and para positions and so the incoming electrophile is directed towards meta position.
  • Friedel-Crafts Alkylation: This Lewis acid-catalyzed electrophilic aromatic replacement allows the synthesis of alkylated products by means of the reaction of arenes through alkyl halides or alkenes.

(c)

Interpretation Introduction

Interpretation:

  • The most likely position at which monobromination could occur has to be identified.

Concept Introduction:

  • Electrophiles are electron deficient species. In Electrophilic substitution reaction a group or atom in a compound is replaced by electrophile. This kind of reaction occurs predominantly in aromatic compounds. Electrophilic substitution reactions of aromatic compounds are known as aromatic electrophilic substitution reactions.
  • Benzene is an electron rich Aromatic compound. It undergoes aromatic electrophilic substitution reaction. 
  • The delocalized nature of pi electrons in benzene attributes a special property to benzene called resonance.
  • If the substituents on benzene Carbon are Electron rich groups they are known as activating groups. They are ortho- and para- directing groups because these groups when directly bonded to benzene Carbon increases the electron density at ortho and para positions. So they direct the incoming electrophile towards ortho and para position in electrophilic substitution reactions.
  • If the substituents on benzene Carbon are Electron withdrawing groups they are known as deactivating groups. They are meta-directing groups because these groups when directly bonded to benzene Carbon decreases the electron density at ortho and para positions and so the incoming electrophile is directed towards meta position.
  • Friedel-Crafts Alkylation: This Lewis acid-catalyzed electrophilic aromatic replacement allows the synthesis of alkylated products by means of the reaction of arenes through alkyl halides or alkenes.

Blurred answer
Students have asked these similar questions
Draw product A, indicating what type of reaction occurs. NH2 F3C CF3 NH OMe NH2-NH2, ACOH A
Photochemical smog is formed in part by the action of light on nitrogen dioxide. The wavelength of radiation absorbed by NO2 in this reaction is 197 nm.(a) Draw the Lewis structure of NO2 and sketch its π molecular orbitals.(b) When 1.56 mJ of energy is absorbed by 3.0 L of air at 20 °C and 0.91 atm, all the NO2 molecules in this sample dissociate by the reaction shown. Assume that each absorbed photon leads to the dissociation (into NO and O) of one NO2 molecule. What is the proportion, in parts per million, of NO2 molecules in this sample? Assume that the sample behaves ideally.
Correct each molecule in the drawing area below so that it has the skeletal ("line") structure it would have if it were dissolved in a 0.1 M aqueous solution of HCI. If there are no changes to be made, check the No changes box under the drawing area. No changes. HO Explanation Check NH, 2 W O :□ G ©2025 M unter Accessibility
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY