Lewis Acid/Base Chemistry in formation of Sulfuric Acid

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Discussion Overview

The discussion centers around the reaction of sulfur trioxide with water to form sulfuric acid, framed as a Lewis acid/base chemistry problem. Participants explore various mechanisms and structures involved in this reaction, including the implications of hypervalency in sulfur.

Discussion Character

  • Homework-related
  • Exploratory
  • Debate/contested
  • Technical explanation

Main Points Raised

  • One participant describes the Lewis structure of sulfur trioxide and questions how the additional oxygen is incorporated into sulfuric acid, suggesting that sulfur acts as an electrophile.
  • Another participant mentions a proton shift in the reaction, referencing a source but providing limited detail.
  • A different participant challenges the notion of a single reaction mechanism, proposing that there are multiple mechanisms depending on the conditions, including bimolecular and trimolecular cases.
  • This participant also references literature indicating the existence of a SO3.H2O complex and discusses modeling studies that suggest concerted reactions involving both sulfur and oxygen.
  • Concerns are raised about the feasibility of certain proposed mechanisms, particularly regarding the presence of floating ions and the likelihood of multiple reaction centers.

Areas of Agreement / Disagreement

Participants express differing views on the mechanisms of the reaction, with no consensus on a single mechanism or the role of hypervalency in sulfur. Multiple competing perspectives are present regarding the nature of the reaction and the structures involved.

Contextual Notes

Participants note the importance of reaction conditions such as temperature and pressure, which may influence the mechanism. There are also references to literature that may not be universally accepted or interpreted in the same way by all participants.

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Homework Statement



How does sulfur trioxide react with water to form sulfuric acid

Homework Equations



This is clearly a Lewis acid/base problem.

The Attempt at a Solution



Okay, I tried drawing sulfur trioxide out with three double bonds (as it is traditionally drawn). I know the oxygens are nucleophilic and the hydrogens on the water are electrophilic. Nucleophile attacks electrophile but that gives the central sulfur two lone pairs of electrons. This clearly can't be right because I have never seen a sulfuric acid Lewis structure with two lone pairs.

I went to Wikipedia and it says the sulfur trioxide molecule has 2 dative bonds and one double bond. This seems to make a little bit more sense. I had the datively bonded oxygens attack the hydrogens.

My question is how does the extra oxygen get appended onto the sulfur? I guess the sulfur, being electrophilic, attacks the nucleophilic oxygen too?


Also, on a side note, would this reaction be an example of why sulfur isn't hypervalent - i.e. the above reaction wouldn't make sense if sulfur were hypervalent?
 
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I'm just going to shout out my n00b knowledge: a proton shift apparently occurs (zumdahl, chemistry). Hope that helps!
 
Yes, that's clear, but what is the mechanism? This is my proposed "mechanism" if we stick with tradition - i.e. sulfur trioxide and sulfuric acid are both hypervalent. I end up with two lone pairs on the sulfur (??).
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Your set up implies the belief that there is one reaction mechanism. This is clearly wrong. There seem to be three homogenous cases: bimolecular gasseous, bimolecular aqueous, and trimolecular. You didn't specify temperature or pressure (concentration). I wasn't able to find any clear answer to your question, regardless of the context. It seems to be clear that SO3.H2O complex exists in the atmosphere, based on the literature. Another paper used MD DFT to model the bimolecular reaction between SO3 and H2O in solution, where they claim concerted reaction at both the S and the O (with the -O-H of the water). Another paper claims that the reaction occurs between two water molecules and the SO3 (I don't recall if this was in solution or gasseous at low pressure). In many real world situations, the reaction is inhomogenous (occurring on a surface). I doubt if THREE reaction centers H→O, H→O, O→S is a likely mechanism. Nor is some O(-) ion going to be floating around. So, neither of your proposed mechanisms seem reasonable to me. (HSO4(-) exists in the atmosphere, hint hint.).
 

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