Beginning Organic Chemistry (BOC)
1. Basic Knowledge
d. Molecular Shapes from Kekulé Structures.
Lewis structures can lead very quickly to approximate molecular shapes by applying the VSEPR approach of distributing the electron groups evenly round an atom. Here an electron group is either all the electrons bonding two atoms (2, 4, or 6), or a lone pair.
For simple organic molecules there are only three electronic shapes to worry about:
With four (4) electron groups around an atom, the electronic shape is tetrahedral. methane, CH4, is an example: |
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With three (3) electron groups around an atom, the electronic shape is trigonal planar ethene, CH2=CH2, is an example |
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with two (2) electron groups around an atom, the electronic shape is linear. ethyne, C2H2, is an example |
The actual shape of the molecule will depend on the presence or absence of lone pairs of electrons with the lone pair taking the place of one of the bonded atoms or groups of atoms.
1. Four groups around the atom; called either a tetrahedral centre or an sp3 centre. | |
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With four bonds, no lone pairs, the molecule centre is tetrahedral. Example: methane, CH4 |
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With three bonds, one lone pair, the molecule is pyramidal. Example: ammonia, NH3 |
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With two bonds, two lone pairs, the molecule is angular (or bent). Example: water, H2O |
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2. Three groups around an atom; called either a trigonal planar center or an sp2 centre. | |
With three bonds, no lone pairs, the molecule is trigonal planar. Example: ethene, C2H4 |
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With two bonds, one lone pair, the molecule is bent. Example: the nitrogen atom in acetone oxime, C3H7NO There are also 2 tetrahedral C atoms, 1 trigonal planar C atom, and a bent (sp3) O atom. |
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3. Two groups around an atom; called either a linear centre or an sp centre. | |
With two bonds, no lone pairs, the molecule is linear. Example: ethyne, C2H2 |
For further examples, here is an excellent site showing molecular models with their VSEPR geometry.
Draw a Kekulé structure for the each of following molecules, then predict their shape using VSEPR. Finally look at the model.(Use the "render2D" option on the chime right-button menu to see Kekulé structure of the molecule.)
Date created: 2005 06 08.