(a) Sketch the pi molecular orbitals of hexa-1,3,5-triene.
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Identify the number of pi electrons in hexa-1,3,5-triene. Each double bond contributes two pi electrons, so with three double bonds, there are 6 pi electrons.
Determine the number of pi molecular orbitals. For a conjugated system like hexa-1,3,5-triene with 6 pi electrons, there will be 6 pi molecular orbitals.
Label the molecular orbitals from lowest to highest energy. The lowest energy orbital is the bonding orbital with no nodes, and the highest energy orbital is the antibonding orbital with the maximum number of nodes.
Draw the molecular orbitals. Start with the lowest energy orbital, which will have no nodes, and progressively add nodes as you move to higher energy orbitals. Nodes are regions where the probability of finding an electron is zero.
Indicate the filling of the orbitals with electrons. Fill the orbitals starting from the lowest energy, following Hund's rule and the Pauli exclusion principle, until all 6 pi electrons are placed.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Molecular Orbitals
Molecular orbitals (MOs) are formed by the linear combination of atomic orbitals (LCAO) when atoms bond together. In conjugated systems like hexa-1,3,5-triene, pi molecular orbitals arise from the overlap of p orbitals on adjacent carbon atoms. These orbitals can be occupied by electrons and play a crucial role in determining the molecule's electronic properties and reactivity.
Conjugation refers to the overlap of p orbitals across adjacent double bonds or lone pairs, allowing for delocalization of electrons. In hexa-1,3,5-triene, the alternating double bonds create a system of conjugated pi bonds, which lowers the energy of the pi molecular orbitals and increases the stability of the molecule. This delocalization is key to understanding the electronic structure and reactivity of conjugated systems.
In molecular orbital theory, pi bonding orbitals are formed when p orbitals overlap side-by-side, allowing for electron sharing between atoms. Each pi bond has a corresponding antibonding orbital, which is higher in energy and destabilizes the molecule if occupied. For hexa-1,3,5-triene, the arrangement of these orbitals will determine the molecule's stability and its ability to absorb light, influencing its color and reactivity.