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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Give the major organic product of the following reactions (a-e).
![### Reaction Schemes for Chemical Transformations
Below are various organic reactions depicting the transformation of different carbonyl compounds using specific reagents and conditions.
#### a) Ester Reduction
- **Substrate:** Methyl butanoate
- **Reagents and Conditions:**
1. **DIBAL-H, -78°C**
2. Water (H₂O)
- **Transformation:** The ester group is reduced, typically to an aldehyde, under these conditions.
#### b) Imine Formation
- **Substrate:** Cyclohexanone
- **Reagents:**
- Dimethylamine (CH₃NHCH₃)
- Trace acid (H⁺)
- **Transformation:** The ketone undergoes nucleophilic addition with the amine to form an imine.
#### c) Diester Reduction
- **Substrate:** Methyl acetoacetate (a β-keto ester)
- **Reagents and Conditions:**
1. Excess Lithium Aluminium Hydride (LiAlH₄)
2. Acidic workup (H₃O⁺)
- **Transformation:** The β-keto ester is completely reduced to the corresponding alcohols.
#### d) Reductive Amination
- **Substrate:** 2-Hexanone
- **Reagents:**
- Methylamine (CH₃NH₂)
- Trace acid (H⁺)
- Sodium cyanoborohydride (NaBH₃CN)
- **Transformation:** The ketone is converted into an amine via reductive amination.
#### e) Imine Formation with Benzaldehyde
- **Substrate:** Benzaldehyde
- **Reagents:**
- Ethylamine (CH₃CH₂NH₂)
- Trace acid (H⁺)
- **Transformation:** Similar to example b, the aldehyde forms an imine with the primary amine under the presence of a trace acid.
These reactions demonstrate common transformations in organic synthesis, particularly involving carbonyl compounds and their reactions with metal hydrides, amines, and reducing agents.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Feae4a7e6-c88a-4ca9-8130-2c6a2d6e130d%2Fc8237f60-557f-434b-b16f-71b6b36d31aa%2F2ss85x_processed.png&w=3840&q=75)
Transcribed Image Text:### Reaction Schemes for Chemical Transformations
Below are various organic reactions depicting the transformation of different carbonyl compounds using specific reagents and conditions.
#### a) Ester Reduction
- **Substrate:** Methyl butanoate
- **Reagents and Conditions:**
1. **DIBAL-H, -78°C**
2. Water (H₂O)
- **Transformation:** The ester group is reduced, typically to an aldehyde, under these conditions.
#### b) Imine Formation
- **Substrate:** Cyclohexanone
- **Reagents:**
- Dimethylamine (CH₃NHCH₃)
- Trace acid (H⁺)
- **Transformation:** The ketone undergoes nucleophilic addition with the amine to form an imine.
#### c) Diester Reduction
- **Substrate:** Methyl acetoacetate (a β-keto ester)
- **Reagents and Conditions:**
1. Excess Lithium Aluminium Hydride (LiAlH₄)
2. Acidic workup (H₃O⁺)
- **Transformation:** The β-keto ester is completely reduced to the corresponding alcohols.
#### d) Reductive Amination
- **Substrate:** 2-Hexanone
- **Reagents:**
- Methylamine (CH₃NH₂)
- Trace acid (H⁺)
- Sodium cyanoborohydride (NaBH₃CN)
- **Transformation:** The ketone is converted into an amine via reductive amination.
#### e) Imine Formation with Benzaldehyde
- **Substrate:** Benzaldehyde
- **Reagents:**
- Ethylamine (CH₃CH₂NH₂)
- Trace acid (H⁺)
- **Transformation:** Similar to example b, the aldehyde forms an imine with the primary amine under the presence of a trace acid.
These reactions demonstrate common transformations in organic synthesis, particularly involving carbonyl compounds and their reactions with metal hydrides, amines, and reducing agents.
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