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    Gernald's Avatar
    Gernald Posts: 901, Reputation: 93
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    #1

    May 24, 2010, 08:37 AM
    Resonance
    I've recently entered the wonderful world of O-Chem and seem to have some issues with resonance. I understand that it's just another way of looking at where electrons are, but I have some issues moving them around properly.
    For example: N3CH3

    CH3-N=N=N
    + -
    I look at something like this and am so confused. Where do I move the electrons? Do I take from the nitrogen on the end and move it to the one in the middle to result in no weird charges, or do I do something else?

    Any help would be AMAZING!!
    Unknown008's Avatar
    Unknown008 Posts: 8,076, Reputation: 723
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    #2

    May 24, 2010, 09:21 AM

    Uh, what do you mean by move the electrons? :confused:
    Gernald's Avatar
    Gernald Posts: 901, Reputation: 93
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    #3

    May 24, 2010, 09:23 AM

    I mean the charges, or something... I have no idea. At this point I'm kind of just going with it. Lol

    Oh and I just noticed that the positive charge is supposed to be on the middle nitrogen, and the negative on the end one.
    Unknown008's Avatar
    Unknown008 Posts: 8,076, Reputation: 723
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    #4

    May 24, 2010, 09:40 AM

    (I have never seen that compound, but I'll try)

    If I understand your question well...

    You will notice that the middle N atom has four bonds, hence it is very unstable.

    (I'll talk about outermost electrons only to simplify things)
    This nitrogen has initially 5 electrons, then bonding doubly with the adjacent N atoms, it now has got 9 electrons, too much for it to hold and the right N atom has 7 electrons total. The molecule therefore donates that extra electron from the middle N atom to the right N atom, so that both have an octet of electrons (stability). It's some sort of de-localisation I guess. Since the middle N lost an electron, it becomes +ve and the riht electron becomes -ve as it has received an electron.

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