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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![### Transcription and Explanation for Educational Website
#### Reaction 1:
**Instruction:**
- Predict the product and draw the mechanism for the following reaction.
**Reactants:**
- A ketone with the structure:
```
O
||
CH3-C-CH2-H
```
- Reagent: NaOH
**Explanation:**
- This reaction involves the treatment of an aldehyde with sodium hydroxide (NaOH).
- It is likely undergoing an aldol condensation, where NaOH acts as a base, creating an enolate ion after deprotonation at the alpha carbon.
- This enolate ion will then perform a nucleophilic attack on the carbonyl carbon of another aldehyde molecule, forming a β-hydroxy aldehyde (aldol product).
- Upon heating, further dehydration may occur leading to an α,β-unsaturated carbonyl compound.
#### Reaction 2:
**Instruction:**
- Draw the mechanism for the following reaction.
**Reactants:**
- A ketone with the structure:
```
O
||
CH3-C-CH3
```
- Reagents:
1) LDA (Lithium diisopropylamide)
2) An ester:
```
O
||
CH3-CH2-O-CH3
```
**Explanation:**
- In this sequence, LDA is a strong, non-nucleophilic base used to generate the enolate ion from the ketone by deprotonating the least hindered alpha hydrogen.
- The generated enolate can then undergo nucleophilic acyl substitution with the ester, forming a β-keto ester or ketone product.
- This reaction sequence could be used to efficiently extend carbon chains or introduce functional groups via a nucleophilic carbon species.
These reactions are fundamental in organic synthesis for forming carbon-carbon bonds, showcasing strategies for building complex molecules from simpler precursors.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F127f63d9-8f89-4c37-8cc0-122cae65c6f1%2Fd1c80fda-0de8-4308-b140-c73d0abbeabc%2Fedkgbd_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Transcription and Explanation for Educational Website
#### Reaction 1:
**Instruction:**
- Predict the product and draw the mechanism for the following reaction.
**Reactants:**
- A ketone with the structure:
```
O
||
CH3-C-CH2-H
```
- Reagent: NaOH
**Explanation:**
- This reaction involves the treatment of an aldehyde with sodium hydroxide (NaOH).
- It is likely undergoing an aldol condensation, where NaOH acts as a base, creating an enolate ion after deprotonation at the alpha carbon.
- This enolate ion will then perform a nucleophilic attack on the carbonyl carbon of another aldehyde molecule, forming a β-hydroxy aldehyde (aldol product).
- Upon heating, further dehydration may occur leading to an α,β-unsaturated carbonyl compound.
#### Reaction 2:
**Instruction:**
- Draw the mechanism for the following reaction.
**Reactants:**
- A ketone with the structure:
```
O
||
CH3-C-CH3
```
- Reagents:
1) LDA (Lithium diisopropylamide)
2) An ester:
```
O
||
CH3-CH2-O-CH3
```
**Explanation:**
- In this sequence, LDA is a strong, non-nucleophilic base used to generate the enolate ion from the ketone by deprotonating the least hindered alpha hydrogen.
- The generated enolate can then undergo nucleophilic acyl substitution with the ester, forming a β-keto ester or ketone product.
- This reaction sequence could be used to efficiently extend carbon chains or introduce functional groups via a nucleophilic carbon species.
These reactions are fundamental in organic synthesis for forming carbon-carbon bonds, showcasing strategies for building complex molecules from simpler precursors.
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