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2. The following reaction yields a mixture of three alkene products: ( 12 pts total, 1 pt each) 50/50cis/ trans A B C a. Which
2. The following reaction yields a mixture of three alkene products: ( 12 pts total, 1 pt each) 50/50cis/ trans A B C a. Which 1H NMR fraction, 1 or 2 , would show an increase in quantity of product B? b. Which of the following alkenes would predominate the last 10% of the distillate? c. Which of the following alkenes is not observed in 1H NMR fraction 1 ? d. Which of the following alkenes is not observed in 1H NMR fraction 2 ? e. Which of the following alkenes is the thermodynamic product in the second fraction of the distillate? f. Which of the isomers, cis or trans, undergoes dehydration more rapidly? g. From (f), the dehydration is more likely to proceed via an E1 or an E2 pathway? h. Which of the isomers, cis or trans, is likely to dehydrate via an E1 pathway? i. Is the methyl group axial or equatorial when the cis isomer reacts via an E2 pathway? j. Is the methyl group axial or equatorial when the trans isomer reacts via an E2 pathway? k. Show the product(s) of adding KMnO4,EtOH at 25C, to A,B,C. l. Show the product(s) of adding Br2,CCl4 at 25C, to A,B,C. 2. The following reaction yields a mixture of three alkene products: ( 12 pts total, 1 pt each) 50/50cis/ trans A B C a. Which 1H NMR fraction, 1 or 2 , would show an increase in quantity of product B? b. Which of the following alkenes would predominate the last 10% of the distillate? c. Which of the following alkenes is not observed in 1H NMR fraction 1 ? d. Which of the following alkenes is not observed in 1H NMR fraction 2 ? e. Which of the following alkenes is the thermodynamic product in the second fraction of the distillate? f. Which of the isomers, cis or trans, undergoes dehydration more rapidly? g. From (f), the dehydration is more likely to proceed via an E1 or an E2 pathway? h. Which of the isomers, cis or trans, is likely to dehydrate via an E1 pathway? i. Is the methyl group axial or equatorial when the cis isomer reacts via an E2 pathway? j. Is the methyl group axial or equatorial when the trans isomer reacts via an E2 pathway? k. Show the product(s) of adding KMnO4,EtOH at 25C, to A,B,C. l. Show the product(s) of adding Br2,CCl4 at 25C, to A,B,C
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