


Study with the several resources on Docsity
Earn points by helping other students or get them with a premium plan
Prepare for your exams
Study with the several resources on Docsity
Earn points to download
Earn points by helping other students or get them with a premium plan
Community
Ask the community for help and clear up your study doubts
Discover the best universities in your country according to Docsity users
Free resources
Download our free guides on studying techniques, anxiety management strategies, and thesis advice from Docsity tutors
An in-depth analysis of resonance structures and stabilization in xo4 species using valence bond theory. It covers the concept of resonance stabilization, the writing of lewis structures, and the counting of equivalent forms. The document also includes examples of species with single, double, and multiple double bonds, and discusses the importance of symmetry arguments in such analyses. Useful for students studying organic chemistry or valence bond theory.
What you will learn
Typology: Study notes
1 / 4
This page cannot be seen from the preview
Don't miss anything!
q- Resonance stabilization is a major part of valence bond theory. This is how this particular method handles electron delocalization. In all these species, the X-O bonds are equivalent even though the individual Lewis structures contain both single and double bonds. When considering these systems, we need to do the following:
If you rotate the top bond, you can see three equivalent structures. Then, placing the double bond at the top, you get one more. Thus—again--there are four equivalent resonance structures for this species. We now look at the next case, that with two double bonds. Here is the Lewis structure of one of the resonance forms. There are six possible resonance forms for this species. The 2D rendering above does not do it justice! Let us look at this species in three dimensions. This is rather hard to see but, the two double bonds are at the bottom and lower left, respectively. If you rotate around the single bond at the top, you see that there are three equivalent structures. Then, if you rotate around one of the double bonds, you see three more. Thus, as already mentioned, there are six equivalent structures. The last two cases correspond to the first two—in reverse order by symmetry. (Symmetry arguments are quite common in analyses such as these.) Here is the Lewis structure with three double bonds. You should be able to figure out why there are four equivalent structures. Finally, it is possible to have four double bonds (we shall show an example later). In this case—just as with having four single bonds—there is only one possible resonance structure. We draw this now.
From now on, it is all down hill! The next ion, the perchlorate anion, has four equivalent bonds arising from four equivalent Lewis structures. Without further ado, here it is. To get an example of four equivalent double bonds (which would have no resonance), we need to hop down the periodic table (ArO 4 is impossible). Is there such a compound? Yes, there is! The element xenon forms XeO 4 and here is its structure. This is an extremely powerful oxidizing agent and also explodes violently at room temperature. There is no resonance stabilization here! We have shown you the general ideas behind resonance stabilization in this short write up. All these are tetrahedral in structure and have 1, 4, 6, 4, and 1 equivalent Lewis structures, respectively. Also, because of resonance, all the bonds are equivalent—as shown by both experiment and MO theory. --MDJ 2013.10.