- #1
rmiller70015
- 110
- 1
Homework Statement
This is a problem with Sappling involved. I was given a Lewis Structure, told it was an anion (no charges were given just that it was one) and told to fix the structure and draw a resonance.
Homework Equations
No Equations.
The Attempt at a Solution
The problem starts out with the basic structure, there is a double bond between the carbon and the nitrogen, no charges and no lone pairs on the structure.
I counted up the number of valance electrons for this structure and got 23e-, since it's an anion, I added 1 extra electron (note they did not say the charge on the anion just that it was one). Now I have a total of 24 valence electrons in the molecule. The bonds take up 20 e- and that leaves 4 e- left over. I distributed a pair to the Carbon with 3 bonds (the first CH, or Carbon-2) and to the Nitrogen. This makes the Nitrogen neutral and gives the 2 carbon a -1 charge and the entire molecule has a -1 charge, an anion. But this is incorrect according to Sappling and I can't figure out another way to arrange the electrons so that the molecule makes sense.
As for the Resonance I pushed the electrons I had placed on the first model into different positions, putting a double bond between carbons 2 and 3 and a single bond between carbon 3 and the nitrogen. Also I gave the nitrogen 2 sets of lone pairs and a -1 charge. This resonance is correct according to sappling, but the initial model I amended is not.
I know it's not recommended to post a picture on here, but I'm drawing models and I don't see any other way to accurately describe what I have done, than to post a picture of my drawing so here it is:
http://imgur.com/6U0x4CI