Exam 8: Delocalized Electrons: Their Effect on Stability, pka, and the Products of a Reaction - Aromaticity and Electronic Effects: an Introduction to the Reactions of Benzene

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Is the following molecule aromatic or antiaromatic? Explain. Is the following molecule aromatic or antiaromatic? Explain.

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Aromatic.It has p-orbital on every atom of the ring and has odd number of -electron pairs.Also,molecule is planar.

Draw the structure of the major product which results when the diene shown is treated with HBr at 40°C. Draw the structure of the major product which results when the diene shown is treated with HBr at 40°C.

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Which of the following is the strongest acid?

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E

Provide the structure of indole.

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

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Give the major organic product(s)for the reaction.You may choose more than one answer. Give the major organic product(s)for the reaction.You may choose more than one answer.

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Give the major organic product(s)for the reaction.You may choose more than one answer. Give the major organic product(s)for the reaction.You may choose more than one answer.

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The following molecule is not aromatic.Why? The following molecule is not aromatic.Why?

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

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Consider the hydrogenation reaction of each compound listed and rank the compounds in order of increasing ΔH° of this reaction.The most negative ΔH° should be listed first. cis-2-pentene,2,3-pentadiene,and trans-1,3-pentadiene

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Draw four resonance contributors for the following structure and indicate which is the most important contributor.Explain. Draw four resonance contributors for the following structure and indicate which is the most important contributor.Explain.

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The type of reaction that benzene undergoes with electrophiles is a(n)

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Which of the following numbered hydrogens is most easily abstracted by heterolytic cleavage? Explain. Which of the following numbered hydrogens is most easily abstracted by heterolytic cleavage? Explain.

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Provide the structure of the major product which results from 1,2-addition of HBr to the diene shown below. Provide the structure of the major product which results from 1,2-addition of HBr to the diene shown below.

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Which of the following statements about the π molecular orbital description of cyclobutadiene is not correct?

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What is/are the product(s)from the following reaction? What is/are the product(s)from the following reaction?

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Draw the resonance hybrid of the structures below. Draw the resonance hybrid of the structures below.

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Identify the correctly drawn arrows.

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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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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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