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Exam 2 practice - Practice Problems for Exam 2 CHEM 231...

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Practice Problems for Exam 2 CHEM 231; Organic Chemistry I Fall 2005 1. What is the IUPAC name for the following compound? a. 2-methyl-4-ethenyl-pentene b. 3,5-dimethyl-1,4-hexandiene c. (E)-1,4-dimethyl-3,5-hexadiene d. 1,1,3-trimethyl-1,4-pentadiene 2. What is the major product of the following reaction? H 2 O H 2 SO 4 HO OH OH OH a b c d CAN’T DO THIS!!!!! 3. Which of the following alkenes are likely to undergo rearrangement upon acid- catalyzed hydration (THIS REACTION IS SIMILAR TO ADDITION OF HX)? a. Ethene b. 3,3-dimethyl-1-butene c. 1-propene d. 2-methyl-2-butene
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4. What is the correct order of stability of the following carbocations? (most to least stable) 1 2 3 5. Which of the following alkenes undergoes the most exothermic hydrogenation upon treatment with H 2 /Pt? 1 2 3 4 6. Which of the following concepts explains Markovnikov’s rule as applied to the addition of HBr to propene? 7. Addition of HCl to 3-methyl-1-pentene gives two products. One of these is 2- chloro-3-methylpentene. What is the other product? a. 1-chloro-3-methylpentane b. 3-chloro-3-methylpentane c. 3-chloro-2-methylpentane d. 2-chloro-3-methylpentane
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