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2.7 - How to determine main structure if formal charges are equal?

Posted: Sat Nov 09, 2019 12:25 pm
by nicolely2F
Exercise 2.7 asks to draw all the resonance structures for the salt (a chain structure) and to indicate the most important structure (where there aren't any two like charges side-by-side). I drew the three structures, but all three structures have 2 N-atoms with FC = +1 and 1 N-atom with FC = -1. In this case, how do I determine the structure of lowest energy?

Re: 2.7 - How to determine main structure if formal charges are equal?

Posted: Sat Nov 09, 2019 12:57 pm
by Daria Azizad 1K
Usually, it is best to have differing FC side by side (like a -1 next to +1) rather than the same FC side by side (like +1 next to +1) because it is unlikely that there would be two same charge centers in close proximity due to repulsive forces.

Re: 2.7 - How to determine main structure if formal charges are equal?

Posted: Sat Nov 09, 2019 1:02 pm
by Amina Durrani 3G
The lowest energy structure would have the most electronegative N in the middle (-1 FC) and the two other N’s (+1 FC) on either side.