Propose steps for the following conversions using a reaction of a diazonium salt in at least one step of each conversion. Q.) Toluene to 4-fluorobenzoic acid

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter16: The Sn2 Reaction: 1-bromobutane
Section: Chapter Questions
Problem 1Q: Which experimental method would you recommend for the preparation of 1-bromooctane and of t-butyl...
icon
Related questions
icon
Concept explainers
Question

Propose steps for the following conversions using a reaction of a diazonium salt in at least one step of each conversion.

Q.) Toluene to 4-fluorobenzoic acid

Expert Solution
Step 1

Here we have to prepare  4-fluorobenzoic acid from toluene, this conversion including the following steps:

  1. Nitration.
  2. Reduction.
  3. Diazotisation.
  4. Oxidation.
Step 2

Chemistry homework question answer, step 2, image 1             NitrationHNO3/H2SO4            Chemistry homework question answer, step 2, image 2          ReductionH                  Chemistry homework question answer, step 2, image 3

   (Toluene)                                              (4-nitrotoluene)                                         (4-methylnitroaniline)

steps

Step by step

Solved in 3 steps with 7 images

Blurred answer
Knowledge Booster
Aromatic Compounds
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Macroscale and Microscale Organic Experiments
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:
9781305577190
Author:
Kenneth L. Williamson, Katherine M. Masters
Publisher:
Brooks Cole