The conversion of compound A to compound E in the previous question occurs via three intermediates (compounds B-D) and a series of different mechanisms. Sort the reaction mechanisms below in order of occurrence during the conversion of compound A into Compound E. X Loss of a leaving group X Rearrangement X Proton transfer X Your answer H2SO4 compound A compound E

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter20: Acidity And Pka Of Phenols
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## H9.27 - Level 1

### Question Status: 
- **Answered - Incorrect**
- **Attempts Left:** 1

### Question Description:
The conversion of compound A to compound E in the previous question occurs via three intermediates (compounds B-D) and a series of different mechanisms. 

**Task:** Sort the reaction mechanisms below in order of occurrence during the conversion of compound A into Compound E.

#### Options:
1. Loss of a leaving group 
2. Rearrangement 
3. Proton transfer

#### Your Answer:
1. Loss of a leaving group ❌ (Incorrect)
2. Rearrangement ❌ (Incorrect)
3. Proton transfer ❌ (Incorrect)

### Chemical Reaction Diagram:

A chemical reaction transforms **Compound A**, which has the chemical formula involving an alcohol group (-OH), into **Compound E**, characterized by a double bond within a cycloalkane ring. This reaction is facilitated by **H2SO4** (sulfuric acid) as a catalyst.

**Diagram Representation:**
- **Compound A:** Cycloalkane with an -OH group attached.
- **Reaction conditions:** \( \text{H}_{2}\text{SO}_{4} \)
- **Compound E:** Cycloalkane with a double bond (indicating the loss of the -OH group and formation of a double bond).

### Explanation:
This task involves understanding organic reaction mechanisms such as leaving group departure, molecular rearrangements, and proton transfers, all essential in transforming a substrate.

**Educational Note:** Reviewing the concepts of acid-catalyzed dehydration reactions, especially mechanisms involving carbocations, may be crucial to answering this question accurately in a test or real-world scenario.
Transcribed Image Text:## H9.27 - Level 1 ### Question Status: - **Answered - Incorrect** - **Attempts Left:** 1 ### Question Description: The conversion of compound A to compound E in the previous question occurs via three intermediates (compounds B-D) and a series of different mechanisms. **Task:** Sort the reaction mechanisms below in order of occurrence during the conversion of compound A into Compound E. #### Options: 1. Loss of a leaving group 2. Rearrangement 3. Proton transfer #### Your Answer: 1. Loss of a leaving group ❌ (Incorrect) 2. Rearrangement ❌ (Incorrect) 3. Proton transfer ❌ (Incorrect) ### Chemical Reaction Diagram: A chemical reaction transforms **Compound A**, which has the chemical formula involving an alcohol group (-OH), into **Compound E**, characterized by a double bond within a cycloalkane ring. This reaction is facilitated by **H2SO4** (sulfuric acid) as a catalyst. **Diagram Representation:** - **Compound A:** Cycloalkane with an -OH group attached. - **Reaction conditions:** \( \text{H}_{2}\text{SO}_{4} \) - **Compound E:** Cycloalkane with a double bond (indicating the loss of the -OH group and formation of a double bond). ### Explanation: This task involves understanding organic reaction mechanisms such as leaving group departure, molecular rearrangements, and proton transfers, all essential in transforming a substrate. **Educational Note:** Reviewing the concepts of acid-catalyzed dehydration reactions, especially mechanisms involving carbocations, may be crucial to answering this question accurately in a test or real-world scenario.
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