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
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
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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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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