The second exam will cover Klein Chapters 1–17. The following guidelines are not meant to be complete or comprehensive lists of the information you are expected to know.
You are expected to have command of all the material covered on the first exam.
You should understand and be able to explain how increasing conjugation in polyenes affects their HOMO–LUMO gap and the absorption of light.
You should understand and be able to explain the factors that make a Diels–Alder reaction fast or slow. You should understand and be able to explain the origins of the ortho–para rule and the rules on preservation of stereochemistry.
You should be able to identify whether a compound is aromatic, antiaromatic, or nonaromatic.
You should be able to draw an orbital energy diagram showing the π orbitals of an aromatic or antiaromatic compound with the correct energy levels and occupancies.
You should be able to predict the product of the following reactions:
You should be able to draw the mechanisms of the reactions above, with attention to the difference between reactions under acidic conditions and those under basic conditions.
You should be able to design a synthesis of a target compound from simpler starting materials using any of the reactions above and those covered in CHE 230. The key disconnections we have covered are: