Determine whether each of these reactions occur through an SN 1, SN2, E1, or E2 mechanism. A. B. Br Br (CH3)3CONa (CH3)3COH CH3ONa THF + Na Br + CH3 Na Br A. The mechanism of Reaction A is: SN2 E2 SN1 El B. The mechanism of Reaction B is: El E2 SN2 OSN1

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**Determining Reaction Mechanisms: S<sub>N</sub>1, S<sub>N</sub>2, E1, or E2**

This exercise involves determining the type of mechanism (S<sub>N</sub>1, S<sub>N</sub>2, E1, or E2) for the following reactions. Understanding these mechanisms is critical in predicting the outcome of nucleophilic substitution and elimination reactions.

### Reaction A:
**Reaction Scheme:**
- Starting Material: Cyclohexyl bromide (a cyclohexane ring with a bromine atom attached to one of its carbons)
- Reagent: Tert-butoxide ((CH<sub>3</sub>)<sub>3</sub>CONa) in tert-butanol ((CH<sub>3</sub>)<sub>3</sub>COH)
- Products: Cyclohexene (a cyclohexane ring with a double bond) and sodium bromide (NaBr)

**Question A: Determine the mechanism for Reaction A.**
- Option 1: S<sub>N</sub>2
- Option 2: E2
- Option 3: S<sub>N</sub>1
- Option 4: E1

### Reaction B:
**Reaction Scheme:**
- Starting Material: Cyclohexyl bromide
- Reagent: Sodium methoxide (CH<sub>3</sub>ONa) in Tetrahydrofuran (THF)
- Products: Methoxycyclohexane (a cyclohexane ring with an O–CH<sub>3</sub> group attached) and sodium bromide (NaBr)

**Question B: Determine the mechanism for Reaction B.**
- Option 1: E1
- Option 2: E2
- Option 3: S<sub>N</sub>2
- Option 4: S<sub>N</sub>1

### Explanation of Mechanisms:
1. **S<sub>N</sub>2 (Bimolecular Nucleophilic Substitution):**
   - Involves a one-step mechanism where the nucleophile attacks the electrophilic carbon simultaneously as the leaving group departs.
   - Favored by strong nucleophiles and polar aprotic solvents.

2. **S<sub>N</sub>1 (Unimolecular Nucleophilic Substitution):**
Transcribed Image Text:**Determining Reaction Mechanisms: S<sub>N</sub>1, S<sub>N</sub>2, E1, or E2** This exercise involves determining the type of mechanism (S<sub>N</sub>1, S<sub>N</sub>2, E1, or E2) for the following reactions. Understanding these mechanisms is critical in predicting the outcome of nucleophilic substitution and elimination reactions. ### Reaction A: **Reaction Scheme:** - Starting Material: Cyclohexyl bromide (a cyclohexane ring with a bromine atom attached to one of its carbons) - Reagent: Tert-butoxide ((CH<sub>3</sub>)<sub>3</sub>CONa) in tert-butanol ((CH<sub>3</sub>)<sub>3</sub>COH) - Products: Cyclohexene (a cyclohexane ring with a double bond) and sodium bromide (NaBr) **Question A: Determine the mechanism for Reaction A.** - Option 1: S<sub>N</sub>2 - Option 2: E2 - Option 3: S<sub>N</sub>1 - Option 4: E1 ### Reaction B: **Reaction Scheme:** - Starting Material: Cyclohexyl bromide - Reagent: Sodium methoxide (CH<sub>3</sub>ONa) in Tetrahydrofuran (THF) - Products: Methoxycyclohexane (a cyclohexane ring with an O–CH<sub>3</sub> group attached) and sodium bromide (NaBr) **Question B: Determine the mechanism for Reaction B.** - Option 1: E1 - Option 2: E2 - Option 3: S<sub>N</sub>2 - Option 4: S<sub>N</sub>1 ### Explanation of Mechanisms: 1. **S<sub>N</sub>2 (Bimolecular Nucleophilic Substitution):** - Involves a one-step mechanism where the nucleophile attacks the electrophilic carbon simultaneously as the leaving group departs. - Favored by strong nucleophiles and polar aprotic solvents. 2. **S<sub>N</sub>1 (Unimolecular Nucleophilic Substitution):**
### Question 3 of 4

#### B.

![image: chemical reaction diagram]
- A cyclohexane ring with a bromine substituent (indicated as "Br").
- Arrow pointing to the right, indicating a reaction.
- Reaction conditions: \( \text{CH}_3\text{ONa} \) and THF are indicated above the arrow.
- Reaction products are a cyclohexane ring with a methoxy group substituent (indicated as \( \text{OCH}_3 \)) and \( \text{NaBr} \).

**B. The mechanism of Reaction B is:**
- ( ) E1
- ( ) E2
- ( ) \( S_N2 \)
- ( ) \( S_N1 \)

#### C.

![image: chemical reaction diagram]
- A cyclohexane ring with a hydroxyl group substituent (indicated as "OH").
- Arrow pointing to the right, indicating a reaction.
- Reaction conditions: \( \text{H}_3\text{O}^+ \) and \( \text{CH}_3\text{OH} \) are indicated above the arrow.
- Reaction products are a cyclohexane ring with a methoxy group substituent (indicated as \( \text{OCH}_3 \)) and \( \text{H}_2\text{O} \).

**C. The mechanism of Reaction C is:**
- ( ) \( S_N2 \)
- ( ) \( S_N1 \)
- ( ) E1
- ( ) E2
Transcribed Image Text:### Question 3 of 4 #### B. ![image: chemical reaction diagram] - A cyclohexane ring with a bromine substituent (indicated as "Br"). - Arrow pointing to the right, indicating a reaction. - Reaction conditions: \( \text{CH}_3\text{ONa} \) and THF are indicated above the arrow. - Reaction products are a cyclohexane ring with a methoxy group substituent (indicated as \( \text{OCH}_3 \)) and \( \text{NaBr} \). **B. The mechanism of Reaction B is:** - ( ) E1 - ( ) E2 - ( ) \( S_N2 \) - ( ) \( S_N1 \) #### C. ![image: chemical reaction diagram] - A cyclohexane ring with a hydroxyl group substituent (indicated as "OH"). - Arrow pointing to the right, indicating a reaction. - Reaction conditions: \( \text{H}_3\text{O}^+ \) and \( \text{CH}_3\text{OH} \) are indicated above the arrow. - Reaction products are a cyclohexane ring with a methoxy group substituent (indicated as \( \text{OCH}_3 \)) and \( \text{H}_2\text{O} \). **C. The mechanism of Reaction C is:** - ( ) \( S_N2 \) - ( ) \( S_N1 \) - ( ) E1 - ( ) E2
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