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Ch.9 - Molecular Geometry and Bonding Theories
Chapter 9, Problem 102b

Butadiene, C4H6, is a planar molecule that has the following carbon–carbon bond lengths:
Chemical structure of butadiene with bond lengths: HC≡C at 1.20 Å and C−CH3 at 1.48 Å.
(b) From left to right, what is the hybridization of each carbon atom in butadiene?

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1
Identify the structure of butadiene, which is CH2=CH-CH=CH2.
Determine the hybridization of each carbon atom in the molecule.
For the first carbon (CH2), it is involved in a double bond (C=C) and two single bonds (C-H), so it is sp2 hybridized.
For the second carbon (CH), it is involved in a double bond (C=C) and a single bond (C-C), so it is sp2 hybridized.
Repeat the same analysis for the third and fourth carbons, which are also sp2 hybridized due to their involvement in double bonds and single bonds.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Hybridization

Hybridization is a concept in chemistry that describes the mixing of atomic orbitals to form new hybrid orbitals. These hybrid orbitals are used to form covalent bonds in molecules. In butadiene, the hybridization of carbon atoms can be determined by the types of bonds they form, such as single, double, or triple bonds.
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Hybridization

Bond Lengths

Bond lengths are the average distances between the nuclei of two bonded atoms. They provide insight into the type of bond present; for example, triple bonds are generally shorter than double bonds, which are shorter than single bonds. In butadiene, the bond lengths of 1.20 Å and 1.48 Å indicate the presence of a triple bond and a single bond, respectively.
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Average Bond Order

Planarity of Molecules

The planarity of a molecule refers to its geometric arrangement in a two-dimensional plane. In butadiene, the planar structure allows for effective overlap of p-orbitals, which is essential for the formation of π bonds in double bonds. This planarity is crucial for understanding the hybridization and bonding characteristics of the carbon atoms in the molecule.
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Square planar complexes show the most complex splitting pattern.