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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Question
Fill in the blanks in the following SN2 reactions with either the appropriate nucleophile,
electrophile, or product and include any stereochemistry where it is relevant.
![### Reaction Schemes Analysis
#### Reaction a:
- **Reactants:**
- A brominated isopropyl compound.
- Sodium methoxide (not shown, but inferred from the product).
- **Products:**
- An ether product formed by a substitution reaction.
- Na⁺ and Br⁻ as byproducts.
- **Explanation:**
- This reaction likely involves a nucleophilic substitution where the sodium methoxide displaces the bromine atom, forming an ether.
#### Reaction b:
- **Reactants:**
- Propyl chloride.
- Potassium phenylacetylide (formed from phenylacetylene and potassium).
- **Products:**
- A longer alkyne chain with a phenyl group (the chloride is replaced by the phenylacetylide group).
- K⁺ and Cl⁻ as byproducts.
- **Explanation:**
- This is an example of a nucleophilic substitution reaction where the acetylenic carbon attacks the carbon attached to chloride, displacing it.
#### Reaction c:
- **Reactants:**
- An unidentified organic compound.
- Lithium diisopropylamide (LDA).
- **Products:**
- A cyclohexyl amine with stereochemistry indicated.
- Li⁺ and I⁻ as byproducts.
- **Explanation:**
- A substitution reaction where LDA deprotonates the substrate, leading to the formation of a cyclic amine.
### General Notes:
- Each reaction involves nucleophilic substitution mechanisms, where nucleophiles displace a leaving group (Br, Cl, or I).
- Understanding the nature of nucleophiles and leaving groups is crucial for predicting the products of such reactions.
- Stereochemistry is relevant in reaction (c) and should be observed when predicting the 3D structure of molecules.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Ffef89c8d-d68c-46dc-ac67-99d2fb7935ec%2Feab3a36a-710b-419e-aa25-a2b9450a1dae%2Fyt6psyp_processed.png&w=3840&q=75)
Transcribed Image Text:### Reaction Schemes Analysis
#### Reaction a:
- **Reactants:**
- A brominated isopropyl compound.
- Sodium methoxide (not shown, but inferred from the product).
- **Products:**
- An ether product formed by a substitution reaction.
- Na⁺ and Br⁻ as byproducts.
- **Explanation:**
- This reaction likely involves a nucleophilic substitution where the sodium methoxide displaces the bromine atom, forming an ether.
#### Reaction b:
- **Reactants:**
- Propyl chloride.
- Potassium phenylacetylide (formed from phenylacetylene and potassium).
- **Products:**
- A longer alkyne chain with a phenyl group (the chloride is replaced by the phenylacetylide group).
- K⁺ and Cl⁻ as byproducts.
- **Explanation:**
- This is an example of a nucleophilic substitution reaction where the acetylenic carbon attacks the carbon attached to chloride, displacing it.
#### Reaction c:
- **Reactants:**
- An unidentified organic compound.
- Lithium diisopropylamide (LDA).
- **Products:**
- A cyclohexyl amine with stereochemistry indicated.
- Li⁺ and I⁻ as byproducts.
- **Explanation:**
- A substitution reaction where LDA deprotonates the substrate, leading to the formation of a cyclic amine.
### General Notes:
- Each reaction involves nucleophilic substitution mechanisms, where nucleophiles displace a leaving group (Br, Cl, or I).
- Understanding the nature of nucleophiles and leaving groups is crucial for predicting the products of such reactions.
- Stereochemistry is relevant in reaction (c) and should be observed when predicting the 3D structure of molecules.
Expert Solution
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Step 1: Interpretation of reaction
The above given reactions are for the SN2 reaction. In SNThe attack of nucleophile will takes place form the back side of leaving group leading to the formation of product as inversion of configuration.
The attack of nucleophile will takes place form the back side of leaving group leading to the formation of product as inversion of configuration.
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