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I was asked to identify the shortest boxed bond and indicate whether it is stronger. I didn't know how to answer this because they look the same to me. Pls help
- Inkedim_LI.jpg (804.12 KiB) Viewed 523 times
- Inkedmain-qimg-d762633e966a70344cecdb9b1f1b9307_LI.jpg (802.37 KiB) Viewed 523 times
Since the top image includes both single and double bonds it would be longer and therefore weaker while the bottom image is composed of double bonds so it would have shorter and stronger bonds. Hope that helps!
You can also think about it in terms of resonance. The first structure would have resonance (you can move the double bonds around and get the same structure), which means the double bonds are actually "spread out" throughout all the bonds. So, the actual (observed) bond of the circled bond in the first structure isn't exactly a double bond; it would be something between a single bond and double bond. In other words, that bond would be slightly weaker than a normal double bond (like the one in the second structure).
I think for this question it is important to note that resonance structures are not individualized possibilities of a structure, but rather are a blend of them. Looking at the Lewis dot diagram for the top image, you could put the two double bonds in various places, meaning that the actual length (and proportionally, strength) of the bonds should be in between a single and double bond.
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