Draw the products of the reaction below. If more than one product forms, Indicats which i Indicate if the reaction is going through an SN1, SN2, E1, or E2 pathway. Br -ONa OH

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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**Title: Understanding Reaction Pathways and Products**

**Introduction:**
In organic chemistry, understanding the pathways and products of a reaction is crucial. Different conditions and reactants can lead to various products through different mechanisms such as S_N1, S_N2, E1, or E2. Below, we analyze a reaction involving a halide and a base, illustrating how to determine the reaction products and pathways.

**Reaction Description:**
* **Reactant:**
  - A brominated alkane is depicted in the reactants. The structure includes a carbon chain with a bromine atom (Br) attached to one of the central carbons, and a hydrogen (H) on the adjacent carbon.

* **Reagents:**
  - Sodium ethoxide (ONa) is provided as a strong base.
  - Ethanol (OH) is also given, potentially as a solvent or a weaker nucleophile/base.

**Diagram:**
The reaction schematic consists of:
1. A 2D structural representation of the starting brominated alkane.
2. Sodium ethoxide (ONa) is shown as an arrow indicating it will interact with the starting material.
3. An ethanol molecule (CH3CH2OH) is shown beneath, likely to indicate the solvent or an alternative reactant.

**Instructions:**
Students are asked to:
- Draw the products of the reaction given the reactants.
- Indicate the major product if more than one product forms.
- Identify whether the reaction proceeds through S_N1, S_N2, E1, or E2 mechanisms.

**Potential Pathways and Products:**
1. **S_N1 and S_N2 Pathways:**
   - **S_N1 Mechanism:** Typically involves a two-step process with carbocation formation. Given the strong base (ONa), S_N1 is less likely.
   - **S_N2 Mechanism:** Involves a one-step process where the nucleophile attacks the electrophilic carbon directly, displacing the leaving group (Br). This could be plausible with sodium ethoxide (a strong nucleophile).

2. **E1 and E2 Pathways:**
   - **E1 Mechanism:** Typically involves a two-step process similar to S_N1, where a carbocation intermediate is formed. Not favored with strong bases.
   - **E2 Mechanism:** Involves a one-step elimination where the base removes a proton (H) and a leaving group (
Transcribed Image Text:**Title: Understanding Reaction Pathways and Products** **Introduction:** In organic chemistry, understanding the pathways and products of a reaction is crucial. Different conditions and reactants can lead to various products through different mechanisms such as S_N1, S_N2, E1, or E2. Below, we analyze a reaction involving a halide and a base, illustrating how to determine the reaction products and pathways. **Reaction Description:** * **Reactant:** - A brominated alkane is depicted in the reactants. The structure includes a carbon chain with a bromine atom (Br) attached to one of the central carbons, and a hydrogen (H) on the adjacent carbon. * **Reagents:** - Sodium ethoxide (ONa) is provided as a strong base. - Ethanol (OH) is also given, potentially as a solvent or a weaker nucleophile/base. **Diagram:** The reaction schematic consists of: 1. A 2D structural representation of the starting brominated alkane. 2. Sodium ethoxide (ONa) is shown as an arrow indicating it will interact with the starting material. 3. An ethanol molecule (CH3CH2OH) is shown beneath, likely to indicate the solvent or an alternative reactant. **Instructions:** Students are asked to: - Draw the products of the reaction given the reactants. - Indicate the major product if more than one product forms. - Identify whether the reaction proceeds through S_N1, S_N2, E1, or E2 mechanisms. **Potential Pathways and Products:** 1. **S_N1 and S_N2 Pathways:** - **S_N1 Mechanism:** Typically involves a two-step process with carbocation formation. Given the strong base (ONa), S_N1 is less likely. - **S_N2 Mechanism:** Involves a one-step process where the nucleophile attacks the electrophilic carbon directly, displacing the leaving group (Br). This could be plausible with sodium ethoxide (a strong nucleophile). 2. **E1 and E2 Pathways:** - **E1 Mechanism:** Typically involves a two-step process similar to S_N1, where a carbocation intermediate is formed. Not favored with strong bases. - **E2 Mechanism:** Involves a one-step elimination where the base removes a proton (H) and a leaving group (
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