Problem: Salicylamide is an active ingredient in BC powder. What is its purpose?Consider the directing effects of the substituents on salicylamide and predict the possible structures of the iodination products. Which do you think will be the major product? Explain your reasoning.

🤓 Based on our data, we think this question is relevant for Professor Hoeger's class at UCSD.

FREE Expert Solution

We are asked to predict the possible structures of the iodination products



Substituents alter the electron density of benzene rings, affecting reactivity toward subsequent EAS in two ways: 


1. Activity Effects 

  •  Electron Donating Groups EDG’s activate the ring toward reactions 
  •  Electron Withdrawing Groups EWG’s deactivate the ring toward reactions 


2. Directing Effects 

  •  Electron Donating Groups EDG’s tend to be ortho, para directors 
  •  Electron Withdrawing Groups EWG’s tend to be meta directors



We will use the activity chart below to help us identify the effects of the substituents: 



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Problem Details

Salicylamide is an active ingredient in BC powder. What is its purpose?

Consider the directing effects of the substituents on salicylamide and predict the possible structures of the iodination products. Which do you think will be the major product? Explain your reasoning.

Frequently Asked Questions

What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the EAS: Synergistic and Competitive Groups concept. You can view video lessons to learn EAS: Synergistic and Competitive Groups. Or if you need more EAS: Synergistic and Competitive Groups practice, you can also practice EAS: Synergistic and Competitive Groups practice problems.

What professor is this problem relevant for?

Based on our data, we think this problem is relevant for Professor Hoeger's class at UCSD.