Exam 8: Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

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Show how the p orbitals overlap to form the nonbonding π molecular orbital of the allyl system.

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Which of the following compounds contains the longest carbon-carbon single bond?

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Which of the following pairs are resonance structures? Which of the following pairs are resonance structures?

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Which of the following is an aromatic hydrocarbon? Which of the following is an aromatic hydrocarbon?

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Provide the structure of the major product which results from 1,4-addition of Br2 to the diene shown below. Provide the structure of the major product which results from 1,4-addition of Br<sub>2</sub> to the diene shown below.

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Provide the major organic product. Provide the major organic product.

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What diene and dienophile should be used to synthesize the compound below and its enantiomer? What diene and dienophile should be used to synthesize the compound below and its enantiomer?

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What diene and what dieneophile would be used to synthesize the following compound? What diene and what dieneophile would be used to synthesize the following compound?    What diene and what dieneophile would be used to synthesize the following compound?

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Draw all major resonance contributors of the species below. Draw all major resonance contributors of the species below.

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Provide the structure of indole.

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How many benzylic hydrogens are present in the following molecule? How many benzylic hydrogens are present in the following molecule?

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Which π MOs are bonding MOs in the ground state of 1,3,5-hexatriene?

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Draw two other resonance contributors for the following compound: Draw two other resonance contributors for the following compound:

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Which of the following terms best describes a Diels-Alder reaction?

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What diene and dienophile would react to give the product below? What diene and dienophile would react to give the product below?

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Which of the following is aromatic? Which of the following is aromatic?

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Draw the product(s)for the reaction. Draw the product(s)for the reaction.

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Identify the most stable carbocation.

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Which of the following is a cumulated diene? Which of the following is a cumulated diene?

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What is the major product obtained from the addition of one mole of HCl at high temperature to 1,3-butadiene?

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