2. For each of the chemical substitution reactions below identify the major products and whether the reaction is likely an SN1 or Sn2. CN SN2 Br NaCN ethanol-water NalN 0- Br CN CH3OH / H,0 но SN! Nal (1 cquiv.), cl acetone CI SN' CH;CH,OH 25°C

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Chapter1: Chemical Foundations
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**Chemical Substitution Reactions: S<sub>N</sub>1 and S<sub>N</sub>2 Mechanisms**

### 2. Identify Major Products and Reaction Types

For each of the following chemical substitution reactions, determine the major products and classify the reactions as S<sub>N</sub>1 or S<sub>N</sub>2.

**a. Reaction with NaCN in Ethanol-Water**

- **Starting Compound:** A bromide compound
- **Reagent:** NaCN
- **Solvent:** Ethanol-water
- **Product:** Compound with a CN group replacing Br
- **Mechanism:** S<sub>N</sub>2

**b. Reaction with CH<sub>3</sub>OH / H<sub>2</sub>O**

- **Starting Compound:** A bromide compound
- **Reagent:** CH<sub>3</sub>OH
- **Solvent:** Water
- **Products:** Alcohol products
- **Mechanism:** S<sub>N</sub>1

**c. Reaction with NaI in Acetone**

- **Starting Compound:** A chloride compound
- **Reagent:** NaI (1 equivalent)
- **Solvent:** Acetone
- **Product:** A compound with an Iodine replacing Cl
- **Mechanism:** S<sub>N</sub>2

**d. Reaction in Ethanol at 25°C**

- **Starting Compound:** A bromide compound
- **Reagent:** Unknown; possible solvolysis
- **Products:** Alcohol products
- **Mechanism:** S<sub>N</sub>1

### 3. Provide Reactants and Solvent Systems

Identify appropriate reactants and solvents for the following compounds, and specify the substitution mechanism.

**a. Reaction with NaCN in Acetone**

- **Starting Compound:** A bromide compound
- **Reagent:** NaCN
- **Solvent:** Acetone
- **Product:** Nitrile product
- **Mechanism:** S<sub>N</sub>2

**b. Reaction with NH<sub>3</sub>**

- **Starting Compound:** A bromocyclohexane
- **Reagent:** NH<sub>3</sub>
- **Product:** Aminocyclohexane
- **Mechanism:** S<sub>N</sub>2

**c
Transcribed Image Text:**Chemical Substitution Reactions: S<sub>N</sub>1 and S<sub>N</sub>2 Mechanisms** ### 2. Identify Major Products and Reaction Types For each of the following chemical substitution reactions, determine the major products and classify the reactions as S<sub>N</sub>1 or S<sub>N</sub>2. **a. Reaction with NaCN in Ethanol-Water** - **Starting Compound:** A bromide compound - **Reagent:** NaCN - **Solvent:** Ethanol-water - **Product:** Compound with a CN group replacing Br - **Mechanism:** S<sub>N</sub>2 **b. Reaction with CH<sub>3</sub>OH / H<sub>2</sub>O** - **Starting Compound:** A bromide compound - **Reagent:** CH<sub>3</sub>OH - **Solvent:** Water - **Products:** Alcohol products - **Mechanism:** S<sub>N</sub>1 **c. Reaction with NaI in Acetone** - **Starting Compound:** A chloride compound - **Reagent:** NaI (1 equivalent) - **Solvent:** Acetone - **Product:** A compound with an Iodine replacing Cl - **Mechanism:** S<sub>N</sub>2 **d. Reaction in Ethanol at 25°C** - **Starting Compound:** A bromide compound - **Reagent:** Unknown; possible solvolysis - **Products:** Alcohol products - **Mechanism:** S<sub>N</sub>1 ### 3. Provide Reactants and Solvent Systems Identify appropriate reactants and solvents for the following compounds, and specify the substitution mechanism. **a. Reaction with NaCN in Acetone** - **Starting Compound:** A bromide compound - **Reagent:** NaCN - **Solvent:** Acetone - **Product:** Nitrile product - **Mechanism:** S<sub>N</sub>2 **b. Reaction with NH<sub>3</sub>** - **Starting Compound:** A bromocyclohexane - **Reagent:** NH<sub>3</sub> - **Product:** Aminocyclohexane - **Mechanism:** S<sub>N</sub>2 **c
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