Exam 7: Structure and Synthesis of Alkenes; Elimination

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Cyclohexane has a molecular formula of C6H12 and an unsaturation number of 1. Is this compound considered to be unsaturated? Why or why not?

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Which of the following alkenes has the smallest molar heat of hydrogenation (ie, releases the least heat upon hydrogenation)?

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A newly isolated natural product was found to have the molecular formula C15H28O2. By hydrogenating a sample of the compound, it was determined to possess one π bond. How many rings are present in the compound?

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Which of the alkyl chlorides listed below undergoes dehydrohalogenation in the presence of a strong base to give pent-2-ene as the only alkene product?

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Provide a correct IUPAC name for the structure below. Provide a correct IUPAC name for the structure below.

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Provide the proper IUPAC name for the alkene shown below. CH2 Provide the proper IUPAC name for the alkene shown below. CH<sub>2</sub> <sub> </sub>    CHCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> CHCH2CH2CH2CH3

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Carbon-carbon single bonds tend to be ________ and ________ than carbon-carbon double bonds.

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Does the alkene shown below violate Bredt's rule? Does the alkene shown below violate Bredt's rule?

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Which sequence ranks the following compounds in order of increasing heat of hydrogenation, ΔHhyd? 1 cis-2-butene 2 1-butene 3 cyclohexene

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Give the structures of three examples of molecules that have a molecular formula of C6H8. One of the structures should have only one ring and one of the structures should have no rings.

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Name the compound shown below. Name the compound shown below.

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The carbon-carbon bond length in ethylene is ________ than the carbon-carbon bond length in ethane, and the HCH bond angle in ethylene is ________ the HCH bond angle in ethane.

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Describe the major elimination products of the following reaction, including any stereochemistry, and indicate which structure will predominate. Explain and defend your answer. Describe the major elimination products of the following reaction, including any stereochemistry, and indicate which structure will predominate. Explain and defend your answer.

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The dehydrogenation of butane to trans-but-2-ene has ∆H° = +116 kJ/mol (+27.6 kcal/mol) and ∆S° = +117 J-kelvin/mol (+28.0 cal-kelvin/mol). Compute the value of ∆G° for dehydrogenation at room temperature (25°C or 298°K). Is dehydrogenation favored or disfavored?

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Circle the most stable alkene in the set of isomers below. Circle the most stable alkene in the set of isomers below.

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Draw the alkene of formula C5H10 which evolves the most heat per mole upon hydrogenation.

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The steroid testosterone has the molecular formula C19H28O2. Given that there are two π bonds in a molecule of testosterone, how many rings are present in each molecule?

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Provide the reagents necessary for carrying out the transformation of cyclopentane to cyclopentene.

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Draw a mechanism and use a chair structure to explain the major product that is formed in the reaction below. Draw a mechanism and use a chair structure to explain the major product that is formed in the reaction below.

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Provide the proper IUPAC name for the alkene shown below. Provide the proper IUPAC name for the alkene shown below.

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