Be sure to answer all parts. For the compound shown below: [1] select all the chirality centers; [2] classify the compound as a D or L monosaccharide; [3] draw the enantiomer; [4] draw a Fischer projection. CHO 1 HO—C−H HO–C−H C1 C2 C3 C4 [1] [2] CH₂OH CHO I HỌ–C_H ₂1 HỌ–CH L CH₂OH O
Be sure to answer all parts. For the compound shown below: [1] select all the chirality centers; [2] classify the compound as a D or L monosaccharide; [3] draw the enantiomer; [4] draw a Fischer projection. CHO 1 HO—C−H HO–C−H C1 C2 C3 C4 [1] [2] CH₂OH CHO I HỌ–C_H ₂1 HỌ–CH L CH₂OH O
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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Concept explainers
Carbohydrates
Carbohydrates are the organic compounds that are obtained in foods and living matters in the shape of sugars, cellulose, and starch. The general formula of carbohydrates is Cn(H2O)2. The ratio of H and O present in carbohydrates is identical to water.
Starch
Starch is a polysaccharide carbohydrate that belongs to the category of polysaccharide carbohydrates.
Mutarotation
The rotation of a particular structure of the chiral compound because of the epimerization is called mutarotation. It is the repercussion of the ring chain tautomerism. In terms of glucose, this can be defined as the modification in the equilibrium of the α- and β- glucose anomers upon its dissolution in the solvent water. This process is usually seen in the chemistry of carbohydrates.
L Sugar
A chemical compound that is represented with a molecular formula C6H12O6 is called L-(-) sugar. At the carbon’s 5th position, the hydroxyl group is placed to the compound’s left and therefore the sugar is represented as L(-)-sugar. It is capable of rotating the polarized light’s plane in the direction anticlockwise. L isomers are one of the 2 isomers formed by the configurational stereochemistry of the carbohydrates.
Question
Please answer part 4 correctly.
![**Be sure to answer all parts.**
**For the compound shown below:**
1. **Select all the chirality centers.**
2. **Classify the compound as a D or L monosaccharide.**
3. **Draw the enantiomer.**
4. **Draw a Fischer projection.**
**Compound:**
```
CHO
|
HO-C-H
|
HO-C-H
|
H-C-CH2OH
```
**[1] Select all the chirality centers:**
- Diagram shows checkboxes for carbon atoms C1, C2, C3, and C4.
- The checkboxes for C2 and C3 are checked.
**[2] Classify the compound as a D or L monosaccharide:**
- The compound is classified as an L monosaccharide.
There is a green check mark next to each correct answer.
---
**Explanation:**
- The compound is an aldose with the aldehyde group (-CHO) at the top.
- **Chirality centers**: Carbons C2 and C3 are chirality centers because they are attached to four different groups.
- **Classification (D or L)**: This compound is classified as an L monosaccharide. The classification is based on the orientation of the hydroxyl group (-OH) on the chiral carbon farthest from the aldehyde group. Here, it is on the left.
- **Fischer Projection**: The structure is already depicted in Fischer projection form in the compound illustration.
No additional images or diagrams are provided for the enantiomer or any step-by-step processes.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F90d2b19d-5b97-49db-bbc2-5d4e28502160%2Fa8c2f87f-f482-4237-9661-c03c4e87a419%2F214txun_processed.png&w=3840&q=75)
Transcribed Image Text:**Be sure to answer all parts.**
**For the compound shown below:**
1. **Select all the chirality centers.**
2. **Classify the compound as a D or L monosaccharide.**
3. **Draw the enantiomer.**
4. **Draw a Fischer projection.**
**Compound:**
```
CHO
|
HO-C-H
|
HO-C-H
|
H-C-CH2OH
```
**[1] Select all the chirality centers:**
- Diagram shows checkboxes for carbon atoms C1, C2, C3, and C4.
- The checkboxes for C2 and C3 are checked.
**[2] Classify the compound as a D or L monosaccharide:**
- The compound is classified as an L monosaccharide.
There is a green check mark next to each correct answer.
---
**Explanation:**
- The compound is an aldose with the aldehyde group (-CHO) at the top.
- **Chirality centers**: Carbons C2 and C3 are chirality centers because they are attached to four different groups.
- **Classification (D or L)**: This compound is classified as an L monosaccharide. The classification is based on the orientation of the hydroxyl group (-OH) on the chiral carbon farthest from the aldehyde group. Here, it is on the left.
- **Fischer Projection**: The structure is already depicted in Fischer projection form in the compound illustration.
No additional images or diagrams are provided for the enantiomer or any step-by-step processes.
![**Analyzing Carbohydrate Structures**
In this section, we will examine the structural representations of two carbohydrate molecules.
<div class="image-description">
<figure>
<img src="carbohydrates.png" alt="Carbohydrate structures">
<figcaption>Figure 1: Two carbohydrate structures labeled [3] and [4].</figcaption>
</figure>
</div>
1. **Carbohydrate Structure Analysis:**
- **Structure [3]:**
- This structure is correctly represented.
- It consists of a five-carbon sugar where:
- The topmost carbon (C1) has an aldehyde group (CHO).
- The second (C2) and third (C3) carbons are chiral centers with hydroxyl (OH) groups on the right and hydrogens (H) on the left.
- The fourth carbon (C4) has a hydroxyl group on the left and hydrogen on the right.
- The fifth carbon (C5) is part of the methylene group (CH2OH).
- This configuration corresponds to a specific carbohydrate, which can be verified in literature.
- **Structure [4]:**
- This structure contains an error and is not a correct representation.
- It consists of a five-carbon sugar where:
- The topmost carbon (C1) has an aldehyde group (CHO).
- The second (C2) and third (C3) carbons have hydroxyl (OH) groups on the left and hydrogens (H) on the right.
- The fourth carbon (C4) has a hydroxyl group on the left and hydrogen on the right.
- The fifth carbon (C5) is part of a methylene group (CH2OH).
- In this configuration, the position of the hydroxyl groups does not correspond to a naturally occurring carbohydrate structure.
2. **Graphical Indicators:**
- Each structure box has indicators:
- Green tick (✔) for the correct structure.
- Red cross (✘) for the incorrect structure.
- These indicators help confirm the accuracy of the structural representations.
For further exploration, users can interact with the content by clicking the "edit structure ..." button below each diagram to modify and analyze the structures.
Understanding these configurations is crucial for students studying carbohydrate chemistry and stereoisomerism in organic molecules.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F90d2b19d-5b97-49db-bbc2-5d4e28502160%2Fa8c2f87f-f482-4237-9661-c03c4e87a419%2Fftch18j_processed.png&w=3840&q=75)
Transcribed Image Text:**Analyzing Carbohydrate Structures**
In this section, we will examine the structural representations of two carbohydrate molecules.
<div class="image-description">
<figure>
<img src="carbohydrates.png" alt="Carbohydrate structures">
<figcaption>Figure 1: Two carbohydrate structures labeled [3] and [4].</figcaption>
</figure>
</div>
1. **Carbohydrate Structure Analysis:**
- **Structure [3]:**
- This structure is correctly represented.
- It consists of a five-carbon sugar where:
- The topmost carbon (C1) has an aldehyde group (CHO).
- The second (C2) and third (C3) carbons are chiral centers with hydroxyl (OH) groups on the right and hydrogens (H) on the left.
- The fourth carbon (C4) has a hydroxyl group on the left and hydrogen on the right.
- The fifth carbon (C5) is part of the methylene group (CH2OH).
- This configuration corresponds to a specific carbohydrate, which can be verified in literature.
- **Structure [4]:**
- This structure contains an error and is not a correct representation.
- It consists of a five-carbon sugar where:
- The topmost carbon (C1) has an aldehyde group (CHO).
- The second (C2) and third (C3) carbons have hydroxyl (OH) groups on the left and hydrogens (H) on the right.
- The fourth carbon (C4) has a hydroxyl group on the left and hydrogen on the right.
- The fifth carbon (C5) is part of a methylene group (CH2OH).
- In this configuration, the position of the hydroxyl groups does not correspond to a naturally occurring carbohydrate structure.
2. **Graphical Indicators:**
- Each structure box has indicators:
- Green tick (✔) for the correct structure.
- Red cross (✘) for the incorrect structure.
- These indicators help confirm the accuracy of the structural representations.
For further exploration, users can interact with the content by clicking the "edit structure ..." button below each diagram to modify and analyze the structures.
Understanding these configurations is crucial for students studying carbohydrate chemistry and stereoisomerism in organic molecules.
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