Exam 16: Conjugated Pi Systems and Pericyclic Reactions

Which one of the following represents the highest energy $\pi$ -antibonding molecular orbital of 1,3-butadiene?

How many electrons does the HOMO of 1,3-pentadiene have in its excited state?

Which one of the following dienes will have the lowest heat of hydrogenation?

Provide the structures of A, B and C for the following reaction sequence.

Predict the product for the following Claisen rearrangement.

The following product is formed by an intramolecular Diels-Alder reaction. Provide the structure of the starting compound.

Which of the following diene(s) cannot undergo the Diels-Alder reaction?

Rank the following dienes in order of increasing stability (least to most).

The following Diels-Alder reaction product is an intermediate in the synthesis of estrone. Provide the structure of the product.

Identify the conjugated diene(s).

Identify the product of a thermodynamically-controlled reaction.

Which major product(s) is(are) formed in the following reaction?

Identify the MOs that react to form cyclohexene.

Provide the structure for (Z)-2-methyl-2,4-hexadiene.

Dienes with adjacent π bonds are classified as ______.

Predict the product for the following reaction and provide the curved arrow mechanism for the formation of the product.

What is the IUPAC name for the following compound?

Rank the following dienes in order of decreasing heat of hydrogenation (highest to lowest).

Which is the most energetically favorable UV transition for 1,3-butadiene?

Provide the reagents necessary to carry out the following conversion.