Assignment_2_SN2_elimination - 2 6 Use arrow notation to...

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1 CHM 2120 – Assignment #2 In this assignment: - Separation of organic compounds using acid/base techniques - Acids/Bases - S N 2, S N 1 - E2, E1 1. How would you separate the following mixtures of compounds by extraction? a. Octan-1-ol and octan-1-amine b. Hexanoic acid from nitrobenzene c. 2. Which of the following is the strongest, and which is the weakest base? a) CH 3 CH 2 O - b) CH 3 CH 2 OH; c) CH 3 CH 2 S - d) CH 3 CH 2 CO 2 - e) CH 3 CH 2 NH 2 3. Which of the following is the strongest, and which is the weakest nucleophile? a) CH 3 CH 2 O - b) CH 3 CH 2 OH; c) CH 3 CH 2 S - d) CH 3 CH 2 CO 2 - e) CH 3 CH 2 NH 2 4. Which of the following will react most rapidly with NaCN in ethanol to give a substitution product? Give the structure of the product . 5. Which of the following will react most rapidly with Na (+) (-) S-CH 3 in acetone to give a substitution product? Give reasons for your choice. What is the structure of the product resulting from the fastest reaction
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Unformatted text preview: ? 2 6. Use arrow notation to show the mechanisms of the following reactions. Use your mechanism to predict the product of the reaction. Identify the nucleophile, its nucleophilic atom, the α carbon of the electrophile and the leaving group. 3 7. Rank the following pairs of compounds in order of increasing S N 2 reactivity and explain your choices. 8. Predict the major product of elimination for the following compounds and give a mechanism for each transformation. 4 9. Show how each of the following transformations could be achieved. Give reagents and solvents. You may have to use more than one reaction to do some of these. 10. Give a mechanism and the product for each of the following transformations: 5 11. Explain the following result:...
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