Consider the following [4+4] cycloaddition process. Would you expect this process to occur through a thermal or photochemical pathway. Justify your answer with MO theory. Draw the frontier orbitals involved.
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- How would you develop a molecular orbital for a structure like buta-2-diene that has an anion on the first carbon and a cation on the fourth carbon? Also, how would MO look like for 2-dimethyl-1,3-pentadiene?10) Consider the following reaction: Any: a) Shade the orbital lobes to provide the molecular orbital that is involved in the cyclization of this triene under the conditions provided. 888888 ΔThe following molecular model of a dimethyl-substituted biphenyl represents the lowest-energy conformation of the molecule. Why are the two benzene rings tilted at a 63Ë� angle to each other rather than being in the same plane so that their p orbitals overlap? Why doesn't complete rotation around the single bond joining the two rings occur?
- Draw the structure of (Z)-2,3-dichloro-4-methyl-2-hexene. Consider E/Z stereochemistry of alkenes. • You do not have to explicitly draw H atoms. opy aste C ChemDoodleDraw the structure of (Z)-2,3-dichloro-4-methyl-2-hexene. • Consider E/Z stereochemistry of alkenes. • You do not have to explicitly draw H atoms. opy aste ChemDoodlePredict the major product(s) for each of the following electrocyclic reactions. Justify your answer with MO theory. Draw the frontier orbitals involved. hv hv Heat
- Cyclooctatetraene (8-annulene) is non-aromatic because all four pi bonds are not found in the same plane in its lowest energy conformation. If this compound is reduced by two electrons to generate the dianion, it exhibits aromatic characteristics. Draw the pi MO diagram for these compounds if they are planar, and fill in the electrons. Based on that picture explain the difference in their aromaticity.2) Using one of the MO diagrams your developed in question 1, briefly explain the origins of the resonance/stabilization energy found in conjugated alkenes.1/ Show how the participating p orbitals interact to form the highest energy pi molecular orbital of benzene. 2/ Use the polygon rule to draw the MO energy diagram of the cyclononatetraenyl anion. Assuming planarity, would this ion be aromatic or antiaromatic?
- Answer the questions for 1,3,5-hexatriene, the conjugated triene containing six carbons. Select all that apply. 000000 Q00000 000000 Q00000 000000 000000 How many a molecular orbitals are there? O 3 Energy of the p atomic orbitals 器器 A2 00000 000000 a molecular orbitals Which a molecular orbitals are symmetric? Which t molecular orbitals are antisymmetric? T2 | T2 O T1 O O O O O O O O O Energy O O O O O O7. Provide a MO diagram, which depicts the relative energies of the pi molecular orbitals of Cyclooctatetraene. Label each orbital. Label the HOMO and the LUMO. Show which MOs are filled in Cyclooctatetraene's ground state (A diagram will be sufficient; you do not have to draw the MOS).6) The Diels-Alder reaction of anthracene (which is achiral) and maleic anhydride (also achiral) results in the formation of an achiral product. This is not always the case (where two achiral reactants form an achiral product). a) Propose a Diels-Alder reaction where two achiral starting materials result in the formation of a chiral product. b) Would this chiral product be a single enantiomer or a racemic mixture?