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Jan 2, 2020 at 15:47 comment added Rahul Verma @Tyberius: can I assume an isotopic carbon at C-6 (like we do in benzyne mech.) to explain this to myself?
Jan 2, 2020 at 14:34 comment added orthocresol The way I view it is that resonance is a superposition of (localised) wavefunctions, so for every wavefunction that has a negative charge on C2, you need a corresponding wavefunction with a negative charge on C6 with the same weight. These wavefunctions are symmetry-related, just like how C2 and C6 are symmetry-related, but they aren't the same.
Feb 18, 2018 at 14:57 comment added Tyberius @Guarang Tandon I had always counted mirrored structures under the assumption that we weren't rotating the atoms of the original structure. I guess you wouldn't necessarily have to draw out these resonance structures if you remembered that the corresponding mirrored structure also exists, but drawing it out for cases like benzene makes the resonance more explicit.
Feb 18, 2018 at 12:40 comment added Gaurang Tandon (+1) for a nice answer but I must comment that I was taught that resonance structures that are mirror images of each other (aka identical to each other) are not counted separately. That might have been a different context though. Do you know of any other context where duplicates are not counted separately? Or is what you said applicable in all contexts? Thank you!
Mar 7, 2017 at 0:23 history answered Tyberius CC BY-SA 3.0