Practice Exam IV - CHM 238 Organic Chemistry I Practice...

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CHM 238 Organic Chemistry I Practice Exam IV [306 points total] [( 306 points total - _____ points missed) / (306 points total)] * 100 = grade NAME __________________ For each multiple choice question below, write the letter of the correct choice in the blank provided. (2pts each) Circling the answer will not be accepted and multiple choices will be considered wrong. 1. ____What is the IUPAC name of the following compound? a. 3,4-Dibromo-5-isopropylhexane b. 3,4-Dibromo-2-isopropylhexane c. 3,4-Dibromo-5,6-dimethylheptane d. 4,5-Dibromo-2,3-dimethylheptane 2. ____Which of the following is the strongest bond? 3. ____What is the major organic product obtained from the following reaction? 4. ____Which of the following solvents is the best choice for the reaction of 1-chlorohexane with sodium bromide? 1
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5. ____Which of the following compounds is not formed in the following reaction? a. 1 b. 2 c. 3 d. 4 6. ____What is the correct order of stability of the following radicals (more stable > less stable)? 7. ____What is the major organic product of the following reaction? 8. ____The reaction of 1-bromopropane with sodium iodide gives 1-iodopropane. What is the effect of doubling the concentration of NaI on the rate of the reaction? 2
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9. ____Which of the following statements is not true regarding Grignard reagents? a. Diethyl ether is a suitable solvent for the reaction between bromobenzene and magnesium to give phenylmagnesium bromide. b. Phenylmagnesium chloride reacts with water to give benzene. c. Grignard reagents can be prepared from fluoroalkanes, chloroalkanes, bromoalkanes, and iodoalkanes. d. The carbon atom of methylmagnesium iodide is nucleophilic. 10. ____Which of the following is the best method to prepare lithium dialkylcuprates? 11. ____What is the major organic product obtained from the following reaction? 12. ____What is the correct order of decreasing oxidation level of the following compounds (higher oxidation level > lower oxidation level)? 3
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13. ____What is the major organic product obtained from the following reaction (TosCl = p - toluenesulfonyl chloride)? a. 1 b. 2 c. 3 d. 4
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