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Pushing Electrons
4th Edition
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter1: Lewis Structures
Section: Chapter Questions
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solubility in water (1=most soluble, 3=least soluble)

### Cyclopentane Derivatives: Structural Representation

The image represents the structural formulas of three cyclopentane derivatives. Each structure showcases a different functional group attached to the cyclopentane ring. Understanding these derivatives and their structures is fundamental in organic chemistry, as each functional group imparts unique chemical properties to the molecule.

1. **Chlorocyclopentane**
   - **Structure Description:** The first molecule features a chlorocyclopentane structure. It consists of a cyclopentane ring (five-carbon ring) with a chlorine (Cl) atom attached to one of the carbon atoms in the ring.
   - **Chemical Representation:**
     ```
       Cl
       |
     /    \
    |      |
    \      /
    /______\
     ```

2. **Cyclopentanol**
   - **Structure Description:** The second molecule shows cyclopentanol. It has a cyclopentane ring with a hydroxyl group (OH) attached to one of the carbon atoms. This structure is typical of an alcohol functional group.
   - **Chemical Representation:**
     ```
       OH
       |
     /    \
    |      |
    \      /
    /______\
     ```

3. **Cyclopentanone**
   - **Structure Description:** The third molecule represents cyclopentanone. It has a cyclopentane ring with a ketone functional group (=O), where the oxygen is double-bonded to one of the carbon atoms in the ring.
   - **Chemical Representation:**
     ```
       O
       ||
     /    \
    |      |
    \      /
    /______\
     ```

### Functional Groups and Their Properties

- **Chlorine (Cl):** Chlorine is a halogen and, when attached to an organic molecule, it can significantly alter the reactivity and physical properties, making the compound more susceptible to nucleophilic substitution reactions.
  
- **Hydroxyl (OH):** The hydroxyl group characterizes alcohols. This functional group is polar and can form hydrogen bonds, impacting both the solubility in water and the boiling points.
  
- **Ketone (=O):** The carbonyl group (C=O) in ketones is highly polar, influencing the molecule's reactivity, particularly in nucleophilic addition reactions. Ketones also cannot hydrogen bond with themselves, but they can with other molecules that can donate hydrogen bonds.
Transcribed Image Text:### Cyclopentane Derivatives: Structural Representation The image represents the structural formulas of three cyclopentane derivatives. Each structure showcases a different functional group attached to the cyclopentane ring. Understanding these derivatives and their structures is fundamental in organic chemistry, as each functional group imparts unique chemical properties to the molecule. 1. **Chlorocyclopentane** - **Structure Description:** The first molecule features a chlorocyclopentane structure. It consists of a cyclopentane ring (five-carbon ring) with a chlorine (Cl) atom attached to one of the carbon atoms in the ring. - **Chemical Representation:** ``` Cl | / \ | | \ / /______\ ``` 2. **Cyclopentanol** - **Structure Description:** The second molecule shows cyclopentanol. It has a cyclopentane ring with a hydroxyl group (OH) attached to one of the carbon atoms. This structure is typical of an alcohol functional group. - **Chemical Representation:** ``` OH | / \ | | \ / /______\ ``` 3. **Cyclopentanone** - **Structure Description:** The third molecule represents cyclopentanone. It has a cyclopentane ring with a ketone functional group (=O), where the oxygen is double-bonded to one of the carbon atoms in the ring. - **Chemical Representation:** ``` O || / \ | | \ / /______\ ``` ### Functional Groups and Their Properties - **Chlorine (Cl):** Chlorine is a halogen and, when attached to an organic molecule, it can significantly alter the reactivity and physical properties, making the compound more susceptible to nucleophilic substitution reactions. - **Hydroxyl (OH):** The hydroxyl group characterizes alcohols. This functional group is polar and can form hydrogen bonds, impacting both the solubility in water and the boiling points. - **Ketone (=O):** The carbonyl group (C=O) in ketones is highly polar, influencing the molecule's reactivity, particularly in nucleophilic addition reactions. Ketones also cannot hydrogen bond with themselves, but they can with other molecules that can donate hydrogen bonds.
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