Organic Chemistry, Third Edition Binder Ready Version
Organic Chemistry, Third Edition Binder Ready Version
3rd Edition
ISBN: 9781119110453
Author: Klein
Publisher: WILEY
Question
Book Icon
Chapter 18.6, Problem 8CC
Interpretation Introduction

Interpretation:

The strategy involved in the synthesis of the following compounds has to be illustrated.

Organic Chemistry, Third Edition Binder Ready Version, Chapter 18.6, Problem 8CC

Concept Introduction:

  • Friedel Crafts reaction is an electrophilic substitution reaction. This reaction is useful to introduce alkyl or acyl group onto benzene ring. So this reaction is commonly known as Friedel Crafts acylation if acyl group is imparted on benzene ring or Friedel Crafts alkylation if alkyl group is imparted on benzene ring.
  • Benzene is highly stable that the mere presence of any alkyl or acyl halide is not enough to initiate the reaction. Lewis acids such as AlCl3,FeCl3,BF3etc is required to initiate the reaction. The Lewis acid catalyst assists in the formation of electrophile. Alkyl halide reacts with Lewis acid and generates a complex. The complex decomposes and forms alkyl ion which functions as electrophile.
  • The so formed alkyl ion must be highly stable in order to bond with benzene Carbon. Of all the carbocations primary, secondary and tertiary, tertiary carbocation is the most stable.
  • The order of the stability of carbocations can be represented as follows –
  • Primary carbocation < Secondary carbocation < Tertiary carbocation
  • The type of carbocation initially formed depends upon the alkyl halide. But it rearranges itself to the most stable form. This phenomenon poses some drawbacks to Friedel Crafts reaction that some compounds can’t be prepared by this reaction. 
  • Conversion of -CO functional group to -CH2 can be achieved by reaction known as Clemmenson reduction. Zinc-Mercury amalgam mixed with HCl is the reducing agent in this reaction.

Blurred answer
Students have asked these similar questions
Identify the starting material in the following reaction. Click the "draw structure" button to launch the drawing utility. draw structure ... [1] 0 3 C10H18 [2] CH3SCH3 H
In an equilibrium mixture of the formation of ammonia from nitrogen and hydrogen, it is found that PNH3 = 0.147 atm, PN2 = 1.41 atm and Pн2 = 6.00 atm. Evaluate Kp and Kc at 500 °C. 2 NH3 (g) N2 (g) + 3 H₂ (g) K₂ = (PN2)(PH2)³ = (1.41) (6.00)³ = 1.41 x 104
What alkene or alkyne yields the following products after oxidative cleavage with ozone? Click the "draw structure" button to launch the drawing utility. and two equivalents of CH2=O draw structure ...

Chapter 18 Solutions

Organic Chemistry, Third Edition Binder Ready Version

Ch. 18.7 - Prob. 11CCCh. 18.7 - Prob. 12CCCh. 18.8 - Prob. 13CCCh. 18.9 - Prob. 14CCCh. 18.9 - Prob. 15CCCh. 18.10 - Prob. 1LTSCh. 18.10 - Prob. 16PTSCh. 18.11 - Prob. 2LTSCh. 18.11 - Prob. 18PTSCh. 18.11 - Prob. 19ATSCh. 18.11 - Prob. 3LTSCh. 18.11 - Prob. 20PTSCh. 18.11 - Prob. 21ATSCh. 18.11 - Prob. 4LTSCh. 18.11 - Prob. 22PTSCh. 18.11 - Prob. 23ATSCh. 18.12 - Prob. 24CCCh. 18.12 - Prob. 25CCCh. 18.12 - Prob. 5LTSCh. 18.12 - Prob. 26PTSCh. 18.12 - 2-Nitroaniline has been used as a precursor in the...Ch. 18.12 - Prob. 6LTSCh. 18.12 - Prob. 28PTSCh. 18.12 - Prob. 29ATSCh. 18.13 - Prob. 30CCCh. 18.13 - Prob. 31CCCh. 18.13 - Prob. 32CCCh. 18.14 - Prob. 33CCCh. 18.14 - Prob. 34CCCh. 18.15 - Prob. 7LTSCh. 18.15 - Prob. 35PTSCh. 18.15 - Prob. 36PTSCh. 18 - Prob. 38PPCh. 18 - Prob. 39PPCh. 18 - Prob. 40PPCh. 18 - Prob. 41PPCh. 18 - Prob. 42PPCh. 18 - Prob. 43PPCh. 18 - Prob. 44PPCh. 18 - Prob. 45PPCh. 18 - Prob. 46PPCh. 18 - Prob. 47PPCh. 18 - Prob. 48PPCh. 18 - Prob. 49PPCh. 18 - Prob. 50PPCh. 18 - Prob. 51PPCh. 18 - Prob. 52PPCh. 18 - Prob. 53PPCh. 18 - Prob. 54PPCh. 18 - Prob. 55PPCh. 18 - Prob. 56PPCh. 18 - Prob. 57PPCh. 18 - Prob. 58PPCh. 18 - Prob. 59PPCh. 18 - Prob. 60PPCh. 18 - Prob. 61PPCh. 18 - Prob. 62PPCh. 18 - Prob. 63PPCh. 18 - Prob. 64PPCh. 18 - When 2,4-dibromo-3-methyltolene is treated with...Ch. 18 - Prob. 66PPCh. 18 - Prob. 67PPCh. 18 - Prob. 68PPCh. 18 - Prob. 69PPCh. 18 - Prob. 70PPCh. 18 - Prob. 71PPCh. 18 - Prob. 72PPCh. 18 - Prob. 74IPCh. 18 - Prob. 75IPCh. 18 - Prob. 76IPCh. 18 - Prob. 77IPCh. 18 - Prob. 78IPCh. 18 - Prob. 79IPCh. 18 - Prob. 80IPCh. 18 - Prob. 81IPCh. 18 - Prob. 82IPCh. 18 - Prob. 83IPCh. 18 - Prob. 84IPCh. 18 - Prob. 85IPCh. 18 - Prob. 86IPCh. 18 - Prob. 87IPCh. 18 - Prob. 88IPCh. 18 - Prob. 89IPCh. 18 - Prob. 90IPCh. 18 - Prob. 91CPCh. 18 - Prob. 92CPCh. 18 - In the following reaction, iodine monochloride...Ch. 18 - Prob. 94CPCh. 18 - The following synthesis was developed in an...
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