ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<
ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<
2nd Edition
ISBN: 9781118872925
Author: Klein
Publisher: JOHN WILEY+SONS INC.CUSTOM
Question
Book Icon
Chapter 18.6, Problem 20PTS

(a)

Interpretation Introduction

Interpretation: For the given transformations, efficient synthesis should be proposed.

Concept introduction:

  • When approaching a synthesis problem two questions should be asked
    1. 1.  Is there a change in the carbon skeleton?
    2. 2. Is there a change in the position or identity of the functional group
  • When approaching a synthesis problem, should not encounter a one-step method
  • The desired transformation can achieve in two steps
  • There are two ways to introduce functionality at a benzylic position
    1. 1. Oxidation, which produces benzoic acid at benzylic position
    2. 2. Radical bromination, which produces benzylic halide.

(b)

Interpretation Introduction

Interpretation: For the given transformations, efficient synthesis should be proposed.

Concept introduction:

  • When approaching a synthesis problem two questions should be asked
    1. 3.  Is there a change in the carbon skeleton?
    2. 4. Is there a change in the position or identity of the functional group
  • When approaching a synthesis problem, should not encounter a one-step method
  • The desired transformation can achieve in two steps
  • There are two ways to introduce functionality at a benzylic position
    1. 3. Oxidation, which produces benzoic acid at benzylic position
    2. 4. Radical bromination, which produces benzylic halide.

(c)

Interpretation Introduction

Interpretation: For the given transformations, efficient synthesis should be proposed.

Concept introduction:

  • When approaching a synthesis problem two questions should be asked
    1. 5.  Is there a change in the carbon skeleton?
    2. 6. Is there a change in the position or identity of the functional group
  • When approaching a synthesis problem, should not encounter a one-step method
  • The desired transformation can achieve in two steps
  • There are two ways to introduce functionality at a benzylic position
    1. 5. Oxidation, which produces benzoic acid at benzylic position
    2. 6. Radical bromination, which produces benzylic halide.

(d)

Interpretation Introduction

Interpretation: For the given transformations, efficient synthesis should be proposed.

Concept introduction:

  • When approaching a synthesis problem two questions should be asked
    1. 7.  Is there a change in the carbon skeleton?
    2. 8. Is there a change in the position or identity of the functional group
  • When approaching a synthesis problem, should not encounter a one-step method
  • The desired transformation can achieve in two steps
  • There are two ways to introduce functionality at a benzylic position
    1. 7. Oxidation, which produces benzoic acid at benzylic position
    2. 8. Radical bromination, which produces benzylic halide.

Blurred answer
Students have asked these similar questions
Q1: a) Arrange the compounds in order of decreasing pKa, highest first. ОН ΟΗ ῸΗ дон ОН ОН CI Br
(4 pts - 2 pts each part) A route that can be taken to prepare a hydrophobic (water-repellent) aerogel is to start with trichloromethylsilane, CH3SiCl3 as the silicon source. a. What is the chemical reaction that this undergoes to form a product with Si-OH groups? Write as complete of a chemical equation as you can. CI CI-SI-CH3 CI b. The formation of a byproduct is what drives this reaction - what is the byproduct (if you didn't already answer it in part (a)) and how/why does it form?
b) Circle the substrate that would not efficiently generate a Grignard reagent upon reaction with Mg in ether. CI Br ד c) Circle the Grignard reagents that contain incompatible functional groups. MgBr HO MgBr MgBr MgBr MgBr HO MgBr

Chapter 18 Solutions

ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<

Knowledge Booster
Background pattern image
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