A compound is treated with ozone followed by zinc in water to give the following three products. Which structure below best fits the data? H het geb CH3 H₂C H H H₂C A) CH3CH CH(CHz),CH_C(CH3)2 B) (CH₂)2C-CHCH₂CH₂CH-CHCH, C) H₂C_CCH₂CH₂C CHCH₂ CH3 CH3 D) H₂C-CHCH₂CH₂C-C(CH3)2 CH₁ Jay

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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**Ozonolysis Reaction and Product Identification**

In this educational exercise, we explore the ozonolysis reaction, specifically the reaction of a compound treated with ozone followed by zinc in water. The process results in the formation of three specific products. The task is to determine which of the given structures best fits the data of these reaction products.

### Reaction Products:

The ozonolysis yields the following products:
1. Propanal: \[ \text{CH}_3\text{C(=O)H} \]
2. Acetone: \[ \text{CH}_3\text{C(=O)CH}_3 \]
3. Glyoxal: \[ \text{OHC-CHO} \]

### Potential Structures:

Identify which initial compound structure results in the above reaction products:
- **A)** \[ \text{CH}_3\text{CH}(\text{CH}_2)_3\text{CH(C(CH}_3)_2} \]
- **B)** \[ (\text{CH}_3)_2\text{C=CHCH}_2\text{CH}_2\text{CH=CHCH}_3 \]
- **C)** \[ \text{H}_2\text{C=CCH}_2\text{CH}_2\text{C=CHCH}_3\]
- **D)** \[ \text{H}_2\text{C=CHCH}_2\text{CH}_2\text{C(CH}_3)_2\]

### Analysis:

To determine the correct structure:
- Understand the ozonolysis mechanism, where the double bonds in the compound are cleaved, forming carbonyl groups.
- Match the structural breakdown with the products: Propanal, Acetone, and Glyoxal.
- Look for the original compound that would yield these specific forms.

This exercise enhances understanding of organic reaction mechanisms and structure-function relationships.
Transcribed Image Text:**Ozonolysis Reaction and Product Identification** In this educational exercise, we explore the ozonolysis reaction, specifically the reaction of a compound treated with ozone followed by zinc in water. The process results in the formation of three specific products. The task is to determine which of the given structures best fits the data of these reaction products. ### Reaction Products: The ozonolysis yields the following products: 1. Propanal: \[ \text{CH}_3\text{C(=O)H} \] 2. Acetone: \[ \text{CH}_3\text{C(=O)CH}_3 \] 3. Glyoxal: \[ \text{OHC-CHO} \] ### Potential Structures: Identify which initial compound structure results in the above reaction products: - **A)** \[ \text{CH}_3\text{CH}(\text{CH}_2)_3\text{CH(C(CH}_3)_2} \] - **B)** \[ (\text{CH}_3)_2\text{C=CHCH}_2\text{CH}_2\text{CH=CHCH}_3 \] - **C)** \[ \text{H}_2\text{C=CCH}_2\text{CH}_2\text{C=CHCH}_3\] - **D)** \[ \text{H}_2\text{C=CHCH}_2\text{CH}_2\text{C(CH}_3)_2\] ### Analysis: To determine the correct structure: - Understand the ozonolysis mechanism, where the double bonds in the compound are cleaved, forming carbonyl groups. - Match the structural breakdown with the products: Propanal, Acetone, and Glyoxal. - Look for the original compound that would yield these specific forms. This exercise enhances understanding of organic reaction mechanisms and structure-function relationships.
**Question:**

Which of the following is the rate-determining step in the acid-catalyzed addition of water to 2-methylpropene?

**Options:**

A) \((CH_3)_2C=CH_2 + H_3O^+ \rightarrow (CH_3)_3C^+ + H_2O\)

B) \((CH_3)_3C^+ + H_2O \rightarrow (CH_3)_3C-OH_2\)

C) \((CH_3)_3C-OH_2 + H_2O \rightarrow (CH_3)_3C-OH\)

D) \((CH_3)_3C^+ + H_2O \leftarrow (CH_3)_2C=CH_2 + H_3O^+\) 

**Explanation:**

The question is asking about the rate-determining step in the reaction mechanism of the acid-catalyzed hydration of 2-methylpropene. In general, the rate-determining step is the slowest step in a reaction mechanism and corresponds to the step with the highest energy transition state. 

The options describe possible steps in the overall reaction:

- **Option A** describes the formation of a carbocation by the addition of a proton to 2-methylpropene.
- **Option B** involves the reaction of water with the carbocation to form a protonated alcohol intermediate.
- **Option C** shows the deprotonation of the protonated alcohol to form the final alcohol product.
- **Option D** is the reverse reaction of option A, leading back to starting materials.
Transcribed Image Text:**Question:** Which of the following is the rate-determining step in the acid-catalyzed addition of water to 2-methylpropene? **Options:** A) \((CH_3)_2C=CH_2 + H_3O^+ \rightarrow (CH_3)_3C^+ + H_2O\) B) \((CH_3)_3C^+ + H_2O \rightarrow (CH_3)_3C-OH_2\) C) \((CH_3)_3C-OH_2 + H_2O \rightarrow (CH_3)_3C-OH\) D) \((CH_3)_3C^+ + H_2O \leftarrow (CH_3)_2C=CH_2 + H_3O^+\) **Explanation:** The question is asking about the rate-determining step in the reaction mechanism of the acid-catalyzed hydration of 2-methylpropene. In general, the rate-determining step is the slowest step in a reaction mechanism and corresponds to the step with the highest energy transition state. The options describe possible steps in the overall reaction: - **Option A** describes the formation of a carbocation by the addition of a proton to 2-methylpropene. - **Option B** involves the reaction of water with the carbocation to form a protonated alcohol intermediate. - **Option C** shows the deprotonation of the protonated alcohol to form the final alcohol product. - **Option D** is the reverse reaction of option A, leading back to starting materials.
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