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4. Classify the following compounds in decreasing order (most to least) for the indicated property. Briefly justify your reasoning. a. Stability of the carbocation CH3 H3C. H₂C CH3 A A b. Likelihood of undergoing an SN2 reaction CH3 c. Nucleophilicity OCH3 B B C CH3 H₂C CH3 CH3 D H₂C-O H₂C-S H₂C-ÖH H₂C-NH₂ CH3 CH3 CH3

4. Classify the following compounds in decreasing order (most to least) for the indicated property. Briefly justify your reasoning. a. Stability of the carbocation CH3 H3C. H₂C CH3 A A b. Likelihood of undergoing an SN2 reaction CH3 c. Nucleophilicity OCH3 B B C CH3 H₂C CH3 CH3 D H₂C-O H₂C-S H₂C-ÖH H₂C-NH₂ CH3 CH3 CH3

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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4. Classify the following compounds in decreasing order (most to least) for the indicated property. Briefly justify your reasoning. a. **Stability of the Carbocation** - Structures: 1. A: Cyclohexane with a methyl group and a positive charge on the carbon. 2. B: Cyclohexane with a methyl group on the oxygen and a positive charge next to it. 3. C: Cyclohexane with a positive charge on a carbon that is bonded to oxygen. 4. D: Cyclohexane with a methyl group and a positive charge on the carbon next to it. b. **Likelihood of Undergoing an SN2 Reaction** - Structures: 1. A: 2-Iodopropane 2. B: 1-Chloro-2-methylpropane 3. C: 2-Iodo-2-methylpropane 4. D: 1-Iodobutane c. **Nucleophilicity** - Structures: 1. A: Methoxide ion (CH₃O⁻) 2. B: Methylsulfide ion (CH₃S⁻) 3. C: Methanol (CH₃OH) 4. D: Methylamine (CH₃NH₂) d. **Ability as a Leaving Group** - Structures: 1. A: 1-Propanethiolate ion with a positive charge on sulfur (HS⁺–CH₂CH₂CH₃) 2. B: 1-Iodopropane (CH₃CH₂CH₂I) 3. C: Propanol (CH₃CH₂CH₂OH) 4. D: Protonated propanol with a positive charge on the oxygen (CH₃CH₂CH₂OH₂⁺)
Transcribed Image Text:4. Classify the following compounds in decreasing order (most to least) for the indicated property. Briefly justify your reasoning. a. **Stability of the Carbocation** - Structures: 1. A: Cyclohexane with a methyl group and a positive charge on the carbon. 2. B: Cyclohexane with a methyl group on the oxygen and a positive charge next to it. 3. C: Cyclohexane with a positive charge on a carbon that is bonded to oxygen. 4. D: Cyclohexane with a methyl group and a positive charge on the carbon next to it. b. **Likelihood of Undergoing an SN2 Reaction** - Structures: 1. A: 2-Iodopropane 2. B: 1-Chloro-2-methylpropane 3. C: 2-Iodo-2-methylpropane 4. D: 1-Iodobutane c. **Nucleophilicity** - Structures: 1. A: Methoxide ion (CH₃O⁻) 2. B: Methylsulfide ion (CH₃S⁻) 3. C: Methanol (CH₃OH) 4. D: Methylamine (CH₃NH₂) d. **Ability as a Leaving Group** - Structures: 1. A: 1-Propanethiolate ion with a positive charge on sulfur (HS⁺–CH₂CH₂CH₃) 2. B: 1-Iodopropane (CH₃CH₂CH₂I) 3. C: Propanol (CH₃CH₂CH₂OH) 4. D: Protonated propanol with a positive charge on the oxygen (CH₃CH₂CH₂OH₂⁺)
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