lecture 5.4 - chemical bonding 2- dipoles & resonance

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  • 8/14/2019 Lecture 5.4 - Chemical Bonding 2- Dipoles & Resonance

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    Chemical BondinII:

    Bond Polarity &

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    Bond Polarity &

    Formal Charge

    The result of a method of electron

    bookkeeping that tells whether an atom in a

    molecule has gained or lost electrons

    compared to an isolated atom.

    Formal charge = # valence electrons(in free atom) (# bonds + #electrons as lone pairs)

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    Formal Charge

    For molecules and polyatomic ionsthat exceed the octet there areseveral different structures.

    Use charges on atoms to helpdecide which.

    Trying to use the oxidation numbers

    to put charges on atoms inmolecules doesnt work.

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    Formal ChargeThe difference between the number

    of valence electrons on the free atomand that assigned in the molecule orion.

    We count half the electrons in eachbond as belonging to the atom.

    Molecules try to achieve as low aformal charge as possible.

    Negative formal charges should beon electronegative elements.

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    Polar Covalent Bonds

    and ElectronegativityPolar bonds are bonds where the

    electron densityis not shared equally

    between the two bonded atoms.

    In polar bonds there is a positive and a

    negative end to the bond.

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    Electronegativity

    difference

    Bond

    Type

    Zero

    Intermediate

    Large

    Covalent

    Polar

    Covalent

    Ionic

    Co

    valent

    Ch

    a racter

    decr

    ease

    s

    Ionic

    Charact e

    rincrea

    ses

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    Dipole Moments

    A molecule with a center of negativecharge and a center of positivecharge is dipolar (two poles),

    or has a dipole moment.

    Center of charge doesnt have to beon an atom.

    Will line up in the presence of anelectric field.

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    How It is drawn

    H - F

    + -

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    H - F

    + -

    H-F

    +

    -

    H-F

    +

    -

    H-

    F

    +

    -

    H

    -F +

    -

    H-F+-

    H

    -F

    +

    -

    H-

    F

    +

    -

    +-

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    Bond Polarity

    NaCl Cl-ClHCl

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    Resonance

    Sometimes there is more than onevalid structure for an molecule or ion.

    NO3-

    Use double arrows to indicate it is theaverage of the structures.

    It doesnt switch between them.

    NO2- Localized electron model is based on

    pairs of electrons, doesnt deal with

    odd numbers.

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    Resonance

    In some Lewis structures, the multiplebonds can be written in severalequivalent locations. All structureshave the exact same energy. Whichis the correct Lewis structure??

    Answer : None alone are correct

    the true molecule is a hybrid of thepossible structures. The electrons aredelocalized.

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    Definitions

    Sigma bond

    the first bond toform betweenany two atoms

    forms betweenatoms

    Pi bond

    second or thirdbond to formbetween twoatoms

    forms above

    and belowplane of themolecule