| Lecture
        #11 | 
    
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                | CURMUDGEON
                GENERAL'S WARNING. These "slides"
                represent highlights from lecture and are neither
                complete nor meant to replace lecture. It is
                advised not to use
                these as a reliable means to replace missed
                lecture material. Do so at risk to healthy
                academic performance in 09-105. |  | 
    
        | Lecture Outline | Molecular Structure 
            Lewis Structures 
                Formal charge and preferred structures 
            Exceptions to the Octet Rule 
                Incomplete octets Odd electron numbers Expanded octets (hypervalency) Examples Resonance 
                Equivalent preferred contributors 
                Bond order | 
    
        | One of the first steps in constructing a Lewis dot
        structure is to decide on the "skeletal"
        arrangement of key atoms. Hydrogen and fluorine are
        (almost) always on the outside and thus not part
        of the skeleton. |  | 
    
        | Here are two different chemical species, each with
        exactly the same molecular formula. They are the fairly
        common substances ethanol and dimethyl ether. (b.p.
        abbreviates boiling point) |  | 
    
        | Without skeletal information, there can be more than
        one result in figuring out a Lewis electron dot
        structure. |  | 
    
        | Here we introduce the term "structural
        isomers" using the above illustration. |  | 
    
        | Note that Lewis dot structures are an accounting of
        where valence electrons are likely to be found. The
        structures are very useful for giving quick information
        about molecular structure, but do not represent what a
        rigorous theory tells us about valence electron
        distributions. |  | 
    
        | First exception to be discussed is what had
        previously been mentioned with respect to hydrogen; the
        lightest elements often do not complete their octets. |  |