Exam 17: Aromatic Compounds

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The following compound shows signals at 190.7, 140.9, 134.8, 130.9 and 129.5 δ\delta in its broadband decoupled C-13 spectrum. Assign the signals to the appropriate carbon atoms.  The following compound shows signals at 190.7, 140.9, 134.8, 130.9 and 129.5  \delta  in its broadband decoupled C-13 spectrum. Assign the signals to the appropriate carbon atoms.

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What is the IUPAC name for the following compound? What is the IUPAC name for the following compound?

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Predict the product for the following reaction. Predict the product for the following reaction.

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For disubstituted benzene derivatives, the descriptors ortho, meta, para are used when the parent is usually a ________.

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What is the correct order of the names for the following compound? What is the correct order of the names for the following compound?

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Classify the following compounds as aromatic, antiaromatic, or nonaromatic. Explain your choice. Classify the following compounds as aromatic, antiaromatic, or nonaromatic. Explain your choice.

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Provide the reagents necessary to carry out the following conversion. Provide the reagents necessary to carry out the following conversion.

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Provide a structure for the compound with molecular formula C9H12 and with the following spectroscopic data. 1H NMR: 1.2 δ\delta (doublet, 6H), 3.0 δ\delta (septet, 1H), 7.1 δ\delta (multiplet, 5H)

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Provide the reagents necessary to carry out the following conversion. Provide the reagents necessary to carry out the following conversion.

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Predict the product for the following reaction. Predict the product for the following reaction.    Predict the product for the following reaction.

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Identify the aromatic hydrocarbon with the highest stabilization energy.

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The three isomers of dimethylbenzene are commonly named o-xylene, m-xylene, p-xylene. These three isomers are difficult to distinguish using 1H NMR, but they can be easily identified using 13C NMR. Describe how 13C NMR distinguishes these three isomers.

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Predict the product for the following reaction. Predict the product for the following reaction.    Predict the product for the following reaction.

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Provide a structure for the compound with molecular formula C9H9ClO and with the following spectroscopic data. IR: 1680 cm−1 1H NMR: 3.5 δ\delta (triplet, 2H), 4.0 δ\delta (triplet, 2H), 7.4 δ\delta (triplet, 2H), 7.6 δ\delta (triplet, 1H), 7.9 δ\delta (doublet, 2H)

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What is the IUPAC name for the following compound? What is the IUPAC name for the following compound?

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Give the common name for anisole.

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What is the structure for 1,3-diphenylbutane?

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Predict the product for the following reaction. Predict the product for the following reaction.

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Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain your choice. Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain your choice.

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Provide a stepwise synthesis for the following. Provide a stepwise synthesis for the following.

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