Role of HNO3 in nitration of benzene

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Discussion Overview

The discussion revolves around the role of HNO3 (nitric acid) in the nitration of benzene, particularly focusing on its classification as a proton donor and the implications of its dissociation products. Participants explore the nature of HNO3 in the context of acid-base chemistry and its interaction with other substances in the nitration process.

Discussion Character

  • Homework-related
  • Debate/contested
  • Conceptual clarification

Main Points Raised

  • Some participants assert that HNO3 can dissociate into NO2+ and OH- ions, questioning its classification as a proton donor.
  • One participant challenges the idea that HNO3 acts as a proton donor when a stronger acid is present, suggesting that this undermines its role.
  • Another participant corrects the earlier claim about the dissociation products of HNO3, stating that OH- is not among the products and hinting that HNO3 does not dissociate into NO2+.
  • A further comment raises a question about the necessity of sulfuric acid in the reaction, suggesting it may help create a better leaving group.

Areas of Agreement / Disagreement

Participants express differing views on the dissociation of HNO3 and its role as a proton donor, indicating that multiple competing perspectives remain unresolved.

Contextual Notes

There are limitations in the discussion regarding the assumptions made about the dissociation of HNO3 and the roles of its products, as well as the interaction with sulfuric acid, which are not fully clarified.

desmond iking
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Homework Statement


in this case, the HNO3 can be dissociated into NO2+ and OH- ion. what makes it a proton donor. p/s : the ans is HNO3 is a proton donor for this question.


Homework Equations





The Attempt at a Solution



since the HNO3 can be dissociated into NO2+ and OH- ion, why it 's called as proton donor (acid), i would called it as alkaline... can someone explain on this plaese?
 

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desmond iking said:

Homework Statement


in this case, the HNO3 can be dissociated into NO2+ and OH- ion. what makes it a proton donor. p/s : the ans is HNO3 is a proton donor for this question.

Homework Equations


The Attempt at a Solution



since the HNO3 can be dissociated into NO2+ and OH- ion, why it 's called as proton donor (acid), i would called it as alkaline... can someone explain on this plaese?

I do not see how ##HNO_3## could act as a proton donor when clearly a stronger acid is present.
 
You got the nitric acid dissociation into NO2+ wrong - OH- is not between products.

Hint: actually it is not HNO3 that dissociates into NO2+.
 
Psst... hydroxide does not function well as a leaving group. So, why do you need the sulfuric acid for? Could it help create a good leaving group?
 

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