Exam 4: Introduction to Alkenes and Alkynes

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Consider this reaction. Which reaction would be faster: this reaction or the reaction of propene (H2C=CHCH3) with methanol to give isopropyl methyl ether (CH3)2CH-OCH3? Explain. Hammond's postulate should be part of your explanation. Consider this reaction. Which reaction would be faster: this reaction or the reaction of propene (H<sub>2</sub>C=CHCH<sub>3</sub>) with methanol to give isopropyl methyl ether (CH<sub>3</sub>)<sub>2</sub>CH-OCH<sub>3</sub>? Explain. Hammond's postulate should be part of your explanation.

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Identify the most stable carbocation: Identify the most stable carbocation:

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Name the compound. Include an E or Z designation if appropriate. Name the compound. Include an E or Z designation if appropriate.

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14. In each pair, identify the more stable one (as measured by heats of formation). -1: a. 14. In each pair, identify the more stable one (as measured by heats of formation). -1: a.   vs. b.    The more stable compound is ________________. vs. b. 14. In each pair, identify the more stable one (as measured by heats of formation). -1: a.   vs. b.    The more stable compound is ________________. The more stable compound is ________________.

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An alcohol has an empirical formula of C12H20O and a molecular mass of about 360. How many rings plus double bonds does it contain? (Atomic masses: C = 12, H = 1, O = 16)

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Give the structure of the carbocation intermediate and the curved-arrow notation for its formation in the addition reaction of 2-methyl-1-hexene with HBr. Give the structure of the carbocation intermediate and the curved-arrow notation for its formation in the addition reaction of 2-methyl-1-hexene with HBr.

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