Show the products and the mechanisms of the following reactions. Don't forget to use curved arrows to show the movement of electrons in each step of the mechanism. CI CH3 Sx2 a) CH,CH,CHCH; + :SH b) CH;CH,CCH, + CH,CH OH Br seSmart CI OTs .. + CH;CH,CO: SN2 c) CH,CH,CH,CH,CH, + NH,CH, d) PROBLEM 8.13 Show all of the steps in the mechanism for this reaction: CH3 CH3 CH;-C-CI + CH;OH CH3-C-OCH3 + HCI CH3 CH3

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answer all parts of 8.12! and 8.13 if you can!

**PROBLEM 8.12**

**Objective:** Show the products and the mechanisms of the following reactions. Don’t forget to use curved arrows to show the movement of electrons in each step of the mechanism.

a) Reaction of 1-Chlorobutane with Thiolate Ion:
- **Reactants:** 1-Chlorobutane (CH₃CH₂CH₂CH₂Cl) + Thiolate Ion (:⁻SH)
- **Mechanism:** S<sub>N</sub>2 reaction 

b) Reaction of 2-Bromobutane with Ethanol:
- **Reactants:** 2-Bromobutane (CH₃CH₂C(Br)CH₃) + Ethanol (CH₃CH₂OH)

c) Reaction of Hexyl Tosylate with Methylamine:
- **Reactants:** Hexyl Tosylate (CH₃CH₂CH₂CH₂CH₂OTs) + Methylamine (NH₂CH₃)

d) Reaction of Cyclopentyl Chloride with Propionate Ion:
- **Reactants:** Cyclopentyl Chloride (C₅H₉Cl) + Propionate Ion (CH₃CH₂COO⁻)
- **Mechanism:** S<sub>N</sub>2 reaction

**PROBLEM 8.13**

**Objective:** Show all of the steps in the mechanism for this reaction:

- **Reactants:** Tert-Butyl Chloride (CH₃C(CH₃)₂Cl) + Methanol (CH₃OH)
- **Products:** Tert-Butyl Methyl Ether (CH₃C(CH₃)₂OCH₃) + Hydrochloric Acid (HCl) 

**Explanation of Mechanisms:**

In S<sub>N</sub>2 reactions, the nucleophile attacks the electrophilic carbon center from the side opposite the leaving group, resulting in an inversion of configuration. Use curved arrows to indicate the flow of electrons, starting from the nucleophile and ending at the electrophilic site where the nucleophile bonds. The leaving group departs during this process.
Transcribed Image Text:**PROBLEM 8.12** **Objective:** Show the products and the mechanisms of the following reactions. Don’t forget to use curved arrows to show the movement of electrons in each step of the mechanism. a) Reaction of 1-Chlorobutane with Thiolate Ion: - **Reactants:** 1-Chlorobutane (CH₃CH₂CH₂CH₂Cl) + Thiolate Ion (:⁻SH) - **Mechanism:** S<sub>N</sub>2 reaction b) Reaction of 2-Bromobutane with Ethanol: - **Reactants:** 2-Bromobutane (CH₃CH₂C(Br)CH₃) + Ethanol (CH₃CH₂OH) c) Reaction of Hexyl Tosylate with Methylamine: - **Reactants:** Hexyl Tosylate (CH₃CH₂CH₂CH₂CH₂OTs) + Methylamine (NH₂CH₃) d) Reaction of Cyclopentyl Chloride with Propionate Ion: - **Reactants:** Cyclopentyl Chloride (C₅H₉Cl) + Propionate Ion (CH₃CH₂COO⁻) - **Mechanism:** S<sub>N</sub>2 reaction **PROBLEM 8.13** **Objective:** Show all of the steps in the mechanism for this reaction: - **Reactants:** Tert-Butyl Chloride (CH₃C(CH₃)₂Cl) + Methanol (CH₃OH) - **Products:** Tert-Butyl Methyl Ether (CH₃C(CH₃)₂OCH₃) + Hydrochloric Acid (HCl) **Explanation of Mechanisms:** In S<sub>N</sub>2 reactions, the nucleophile attacks the electrophilic carbon center from the side opposite the leaving group, resulting in an inversion of configuration. Use curved arrows to indicate the flow of electrons, starting from the nucleophile and ending at the electrophilic site where the nucleophile bonds. The leaving group departs during this process.
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