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Ochem Chapter 1 Passage IV Question 24

Discussion in 'MCAT Study Question Q&A' started by pepocho, May 15, 2014.

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  1. pepocho

    pepocho 2+ Year Member

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    Mar 13, 2013
    .
     
    Last edited: Apr 11, 2016
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  3. DrknoSDN

    DrknoSDN

    450
    104
    Feb 21, 2014
    [​IMG]
    Formamide / Methanamide is a fully planar molecule.
    D, "The six atoms are coplanar" means they are all in the same plane. Similar to aromatics or benzene.

    A says, "The nitrogen has trigonal pyramidal geometry, so the two hydrogens are outside of the plane created by the other four atoms."

    The reason the hydrogens are in the same plane as the carbonyl is for resonance delocalization and stability of amides.
    The lone pair can move between the C-N bond, allowing the carbonyl to shift electrons to make the oxygen negative (O-).

    [​IMG]
     
  4. Teleologist

    Teleologist 2+ Year Member

    610
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    Jul 7, 2013
    on your 6
    So the nitrogen isn't truly sp3 hybridized is it? The delocalized lone pair suggests this to me.
     

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