2023 F - CH202-4-6 - M2 Worksheet Ch6 - Org

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Jan 9, 2024

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Page 1 of 6 Fall 2023 CH202/4/6 Organic Chemistry I Midterm Test 2 Preparation Worksheet 1 of 2 Chapter 6 1. According to the following energy diagram, is the forward reaction endothermic or exothermic? A. endothermic B. exothermic 2. According to the following reaction equation, is the ΔS for the reaction positive or negative? A. positive B. negative 3. According to the following energy diagram, is the forward reaction spontaneous or nonspontaneous? A. spontaneous B. nonspontaneous
Page 2 of 6 4. Does a reaction with a K eq = 10 favor reactants or products? A. Products B. Reactants 5. A catalyst increases the rate of reaction by A. raising the reaction temperature. B. increasing the reactant concentration. C. providing a different pathway with a lower activation energy ( E a ). D. altering the geometry of the molecules and increasing the entropy of the system. 6. According to the following energy diagram, how many transition states are there? Number of transition states: 7. Identify the appropriate arrow in the equation shown. A. B. C. D.
Page 3 of 6 8. How many nucleophilic centers are in the following compound? Number of nucleophilic centers: 9. For the following multistep (steps A - D ) reaction, read the curved arrows and identify the sequence of arrow-pushing patterns: Step a) loss of leaving group, b) nucleophilic attack, c) proton transfer, or d) rearrangement. A B C D
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Page 4 of 6 10. For the following multistep (steps A - D ) reaction, read the curved arrows and identify the sequence of arrow-pushing patterns: Step e) loss of leaving group, f) nucleophilic attack, g) proton transfer, or h) rearrangement. A B C D 11. In the presence of a special type of catalyst, hydrogen gas will add across a triple bond to produce a double bond: The process is exothermic. Do you expect a high temperature to favor products or reactants?
Page 5 of 6 12. Draw curved arrows for each step of the following mechanism: 13. Select the true statement about the carbocation shown. A. The carbocation would not rearrange. B. The carbocation would rearrange via a hydride shift to give a secondary carbocation. C. The carbocation would rearrange via a hydride shift to give a tertiary carbocation. D. The carbocation would rearrange via a methyl shift to give a secondary carbocation. E. The carbocation would rearrange via a methyl shift to give a tertiary carbocation. 14. Consider the following carbocation undergoing rearrangement. Which one of the following is the product?
Page 6 of 6 15. Consider the following S N 2 reaction, and answer questions A-E: A. Draw a complete mechanism. B. Identify the nucleophile and leaving group. Nucleophile: leaving group: C. Draw the transition state(s). D. Give the rate law (rate equation) for this reaction. E. How many intermediate(s) is/are in this process? If none, please indicate “zero.”
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