Explanations 
Textbooks 
Flashcards 
91影视 AI 
Notes 
Study Plans 
Study Sets 
Find a degree 
Magazine Chapter 2: Q. 2.59 (page 88)
Atenolol is a (beta) blocker, a drug used to treat high blood pressure. Which of the indicated N-H bonds is more acidic? Explain your reasoning.
Short Answer
The more acidic N-H bond is shown below:
Step by step solution
Atenolol
Atenolol is regarded as a medication employed to cure blood pressure and chest pain related to the heart.
This medication is consumed via the mouth, or it can be provided to the vein by injection.
Method to determine the most acidic proton of atenolol
The Lewis structures of the conjugate bases have to be compared with each other when each hydrogen is removed to understand which of the N-H bonds is highly acidic. The conjugate base that is stable can make the proton acidic.
Removal of one proton from atenolol
Let us consider the structure given below:
Removal of the proton from atenolol
In this structure, the resonance stabilizes the negative charge on N. So, this conjugate base is regarded as more stable and is generated by the removal of the highly acidic hydrogen. Hence this proton is considered to be more acidic.
Removal of another proton from atenolol
Let us consider the removal of another proton from the molecule atenolol.
Removal of another proton from atenolol
In this structure, no resonance stabilization is created from the weak acid. Hence, this can be considered as the less acidic proton.
Over 30 million students worldwide already upgrade their learning with 91影视!
or
or
