6. Determine whether each reaction occurs by an SN2, SN1, E1, and/or E2 reaction. Provide a detailed mechanism with curved arrows and the major product(s). CI NaSH DMF OMs NaOH H20, heat LDA Br DMF NAOH H20, heat OH HBr OH H*, H2O heat

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**Transcription for Educational Website: Reaction Mechanisms and Products**

**Question:**
Determine whether each reaction occurs by an \( \text{S}_\text{N}2 \), \( \text{S}_\text{N}1 \), E1, and/or E2 reaction. Provide a detailed mechanism with curved arrows and the major product(s).

**Reaction Schemes:**

1. **First Reaction:**
   - **Reactant:** Cyclohexyl chloride
   - **Reagent:** NaSH
   - **Solvent:** DMF
   - **Mechanism Guide:** Consider nucleophilic substitution.

2. **Second Reaction:**
   - **Reactant:** Cyclohexyl mesylate (OMs)
   - **Reagent:** NaOH
   - **Conditions:** \( \text{H}_2\text{O}, \text{heat} \)
   - **Mechanism Guide:** Consider elimination or substitution.

3. **Third Reaction:**
   - **Reactant:** 2-bromo-2-methylpentane
   - **Reagent:** LDA
   - **Solvent:** DMF
   - **Mechanism Guide:** Consider elimination, especially E2 due to strong base.

4. **Fourth Reaction:**
   - **Reactant:** Cyclohexyl bromide
   - **Reagent:** NaOH
   - **Conditions:** \( \text{H}_2\text{O}, \text{heat} \)
   - **Mechanism Guide:** Assess potential for elimination or substitution.

5. **Fifth Reaction:**
   - **Reactant:** 2-methyl-2-pentanol
   - **Reagent:** HBr
   - **Mechanism Guide:** Possibility of protonation and subsequent substitution.

6. **Sixth Reaction:**
   - **Reactant:** Benzyl alcohol
   - **Conditions:** \( \text{H}^+, \text{H}_2\text{O}, \text{heat} \)
   - **Mechanism Guide:** Consider acid-catalyzed dehydration or substitution.

**Graphical Details:**
- **Arrow Representation:** Use of curved arrows indicates electron flow during the reactions. Make sure to illustrate the breaking and formation of bonds.
- **Major Product Analysis:** Include all potential major products resulting from each mechanism.

**Note for Students:**
Identify the type of
Transcribed Image Text:**Transcription for Educational Website: Reaction Mechanisms and Products** **Question:** Determine whether each reaction occurs by an \( \text{S}_\text{N}2 \), \( \text{S}_\text{N}1 \), E1, and/or E2 reaction. Provide a detailed mechanism with curved arrows and the major product(s). **Reaction Schemes:** 1. **First Reaction:** - **Reactant:** Cyclohexyl chloride - **Reagent:** NaSH - **Solvent:** DMF - **Mechanism Guide:** Consider nucleophilic substitution. 2. **Second Reaction:** - **Reactant:** Cyclohexyl mesylate (OMs) - **Reagent:** NaOH - **Conditions:** \( \text{H}_2\text{O}, \text{heat} \) - **Mechanism Guide:** Consider elimination or substitution. 3. **Third Reaction:** - **Reactant:** 2-bromo-2-methylpentane - **Reagent:** LDA - **Solvent:** DMF - **Mechanism Guide:** Consider elimination, especially E2 due to strong base. 4. **Fourth Reaction:** - **Reactant:** Cyclohexyl bromide - **Reagent:** NaOH - **Conditions:** \( \text{H}_2\text{O}, \text{heat} \) - **Mechanism Guide:** Assess potential for elimination or substitution. 5. **Fifth Reaction:** - **Reactant:** 2-methyl-2-pentanol - **Reagent:** HBr - **Mechanism Guide:** Possibility of protonation and subsequent substitution. 6. **Sixth Reaction:** - **Reactant:** Benzyl alcohol - **Conditions:** \( \text{H}^+, \text{H}_2\text{O}, \text{heat} \) - **Mechanism Guide:** Consider acid-catalyzed dehydration or substitution. **Graphical Details:** - **Arrow Representation:** Use of curved arrows indicates electron flow during the reactions. Make sure to illustrate the breaking and formation of bonds. - **Major Product Analysis:** Include all potential major products resulting from each mechanism. **Note for Students:** Identify the type of
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