28. Assume that the following molecule is planar. Use the Frost method to explain whether it is aromatic, antiaromatic, or nonaromatic. In your Frost diagram, fill in all pi electrons and label the HOMO and the LUMO.

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28. Assume that the following molecule is planar. Use the Frost method to explain whether it is aromatic, antiaromatic,
or nonaromatic. In your Frost diagram, fill in all pi electrons and label the HOMO and the LUMO.
14.4 | 14.8 OBJ Determine if a compound is aromatic, antiaromatic, or nonaromatic using the Frost method.
De
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Transcribed Image Text:28. Assume that the following molecule is planar. Use the Frost method to explain whether it is aromatic, antiaromatic, or nonaromatic. In your Frost diagram, fill in all pi electrons and label the HOMO and the LUMO. 14.4 | 14.8 OBJ Determine if a compound is aromatic, antiaromatic, or nonaromatic using the Frost method. De BEL
Expert Solution
Step 1

Frost method is a useful method for drawing energy levels in cyclic Pi systems.

In this method a circle is inscribed with polygon with one vertex pointing down.

The vertices represent energy levels with appropriate energies.

Vertices below the half way mark of the circle are considered as bonding orbitals.

Vertices above the half way mark of the circle are considered as antibonding orbitals.

Vertices that are exactly on the middle of the circle are considered as nonbonding orbitals.

Chemistry homework question answer, step 1, image 1

To draw molecular orbitals of a cyclic pi system, draw a suitable polygon with vertex down then, fill it up with electrons.

If electrons are only occupied bonding molecular orbitals then, it is aromatic.

If electrons are present in antibonding molecular orbitals then it is antiaromatic.

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