Electrophilic/Nucleophilic aromatic substitutions

  • Thread starter Thread starter future_vet
  • Start date Start date
Click For Summary
SUMMARY

The discussion centers on the intricacies of electrophilic and nucleophilic aromatic substitutions, specifically addressing the reasoning behind selecting appropriate substituents for these reactions. The user correctly identified -OH and NH2 as favorable for electrophilic aromatic substitution while struggling with the selection process for nucleophilic substitution. The confusion arose from the influence of alkyl groups on the reactivity of substituents, highlighting the need for a deeper understanding of the electronic effects in these reactions.

PREREQUISITES
  • Understanding of electrophilic aromatic substitution mechanisms
  • Knowledge of nucleophilic aromatic substitution principles
  • Familiarity with the effects of electron-donating and electron-withdrawing groups
  • Basic grasp of organic chemistry reaction mechanisms
NEXT STEPS
  • Study the role of electron-donating and electron-withdrawing groups in electrophilic aromatic substitution
  • Learn about the mechanisms of nucleophilic aromatic substitution
  • Explore the impact of alkyl groups on aromatic reactivity
  • Review case studies of common electrophilic and nucleophilic aromatic substitution reactions
USEFUL FOR

Chemistry students, organic chemists, and educators seeking to deepen their understanding of aromatic substitution reactions and their underlying principles.

future_vet
Messages
169
Reaction score
0
Hello,

I thought I understood how to answer the questions (posted below, please follow the links) but apparently my reasoning is flawed.
Any help is appreciated!

http://www.darkpoetry.com/dp/19/102049
Here is how I answered this question: I looked at all the substituents, and decided whether they were conducive to an electrophilic aromatic subst. reaction. For example, NO2 is really not appropriate, while NH2 is etc. Following this, I found that -OH was a very good choice, and MeO was not bad either and so I picked this molecule. It turned out to be correct.
I did the same for the 2nd question, but inverting the principles since it is a nucleophilic substitution. I correctly chose the last choice.

However, this reasoning did not work for this problem:
http://www.darkpoetry.com/dp/19/102050
I thought in the 1st question, the 3rd choice would be more appropriate because of the alkyl group. Why isn't this correct?
I didn't get the 2nd question right either.

Thanks for your help!
 
Last edited:
Physics news on Phys.org
thanksssssssssssssss
 

Similar threads

Chemistry Why Is Methylation of Glucose Considered Nucleophilic Substitution?
  • · Replies 2 ·
Replies
2
Views
2K
Electrophilic Aromatic Substitution
  • · Replies 2 ·
Replies
2
Views
2K
Mechanism of benzene nucleophilicity activation
  • · Replies 18 ·
Replies
18
Views
6K
Electrophilic addition, elimination and stuff like that
  • · Replies 2 ·
Replies
2
Views
6K
Aromatic substitution and it's effect on proton NMR?
  • · Replies 2 ·
Replies
2
Views
9K
Are there any better textbooks for organic chemistry than Morrison and Boyd?
  • · Replies 10 ·
Replies
10
Views
6K
Engine specs for large saloon (sedan vehicle)
  • · Replies 3 ·
Replies
3
Views
2K
High School What is the probability that the Universe is absolutely flat?
  • · Replies 96 ·
4
Replies
96
Views
12K
High School Infrared Detectors & The 2nd Law of Thermodynamics
  • · Replies 152 ·
6
Replies
152
Views
11K
Pure Math Preparation (the ultimate high school / pre-university book thread)
  • · Replies 15 ·
Replies
15
Views
41K