Exam 9: Addition Reactions of Alkenes

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Identify the structure(s) of the expected major organic product(s) of the following reaction. Draw the products in the expected chair conformations and include regiochemical and/or stereochemical details as needed. Identify the structure(s) of the expected major organic product(s) of the following reaction. Draw the products in the expected chair conformations and include regiochemical and/or stereochemical details as needed.

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Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme: Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme:

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For the complete reduction of 1 mole of (3E,5E)-hepta-1,3,5-triene with H2 using a Pd catalyst, how many moles of H2 are consumed?

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The rule that correctly predicts the regiochemistry of most ionic additions to alkenes is named after which chemist?

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Treatment of 1,2-dimethylcyclopentene with OsO4, followed by aqueous NaHSO3, produces which of the following: Treatment of 1,2-dimethylcyclopentene with OsO<sub>4</sub>, followed by aqueous NaHSO<sub>3</sub>, produces which of the following:

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What is the expected major product for the following reaction? What is the expected major product for the following reaction?

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The regioselectivity and stereospecificity in hydrohalogenation of an alkene is best described as:

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What is the major product for the following reaction sequence? What is the major product for the following reaction sequence?

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Wilkinson's catalyst accomplishes which of the listed molecular transformations?

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What are the major products for the following reaction sequence? What are the major products for the following reaction sequence?

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Which of the structures shown depicts the most stable carbocation intermediate formed in the hydrohalogenation reaction shown? Which of the structures shown depicts the most stable carbocation intermediate formed in the hydrohalogenation reaction shown?    Which of the structures shown depicts the most stable carbocation intermediate formed in the hydrohalogenation reaction shown?

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Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme: Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme:

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What major product is expected from the following reaction? What major product is expected from the following reaction?

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What is the expected product for the hydrogenation of an alkene?

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How many carbonyl groups are generated upon treatment of the molecule below with ozone, followed by zinc metal and water? How many carbonyl groups are generated upon treatment of the molecule below with ozone, followed by zinc metal and water?

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For the reaction sequence below, identify the expected major products. For the reaction sequence below, identify the expected major products.

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How many moles of hydrogen (H2) are required to completely reduce 1 mole of cis-2,3,3-trimethylhepta-1,5-diene?

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Which reagents are most likely to accomplish the transformation shown below? Which reagents are most likely to accomplish the transformation shown below?

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Starting with (2R,3R)-2-chloro-3,4-dimethylpentane, a) draw the expected major product for each step, including regiochemical and stereochemical details when needed. In addition, b) briefly explain the mechanistic rationale for each transformation. i. t-BuOK/t-BuOH, heat ii. MCPBA/CH2Cl2 iii. H3O+

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Which of the reagents below are expected to convert cyclopentene into cyclopentane?

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