Please explain why this isn't a significant resonance structure (image to follow). My exercise book includes other resonance structures for this compound, but oddly does not include this one. Could be a mistake?!

Question

anonymous · Answer

attachment

anonymous · Answer

@Preetha

ookawaiioo · Answer

Resonance structure, from what ive read, you dont want any formal charges. Looks like a hydrazine molecule....

anonymous · Answer

From my studying for far, it seems that you can have up to 2 charges, as long as you follow several rules. One of them is that you can have a neg charge on an electronegative atom.

ookawaiioo · Answer

The question is.....it is stabled? if not....then its not a favorable resonance

anonymous · Answer

I see what you mean. There's a much better resonance... which gives all atoms a full octet. So they ignored the resonance (mine) that has an incomplete octet on the carbon.

ookawaiioo · Answer

Yes. It looks more like a transition state in a chemical reaction and transition states are never stabled/ dont "live" that long

anonymous · Answer

I think my book skipped ahead of that concept before giving that exercise problem. Thank you

ookawaiioo · Answer

Best of luck...... organic chemistry is known to be a GPA killer.....