I was super excited to get into the lab and make compound B from Compound A. I refluxed compound A in water and crossed my fingers. Son of a ....it turned out I made Compound C. What kind of reaction was this? Should I have used NaOH in water instead? $=$ H₂O Br OH B НО. 88

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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### Reaction Overview

The text describes an experimental setup in a chemistry lab where the goal is to convert Compound A into Compound B using water. However, the process resulted in the formation of Compound C.

### Reaction Details

1. **Compound A**: 
   - Structure: A cyclohexane ring bonded to a bromine atom (Br).
   
2. **Reaction Condition**:
   - Reagent: Water (H₂O).
   - Process: Refluxing Compound A in water.
   
3. **Expected Product**: 
   - **Compound B**:
     - Structure: A cyclohexane ring with an OH (hydroxyl) group attached, replacing the bromine.

4. **Actual Product**:
   - **Compound C**:
     - Structure: A different cyclohexane ring structure where the hydroxyl group is in a different position, leading to a compound with altered stereochemistry or ring structure.

### Analysis

- **Reaction Type**: The goal was likely an SN1 or SN2 reaction where the bromine is substituted by an OH group.
- **Outcome**: Instead of forming the expected alcohol (Compound B), the reaction led to an unexpected structural isomer or a rearrangement product (Compound C).

### Inquiry

- **Question Raised**: Should NaOH in water have been used instead?
  - Sodium hydroxide (NaOH) could potentially provide a stronger nucleophile that might have promoted the desired substitution more effectively, preventing rearrangement or ensuring a more predictable outcome.
Transcribed Image Text:### Reaction Overview The text describes an experimental setup in a chemistry lab where the goal is to convert Compound A into Compound B using water. However, the process resulted in the formation of Compound C. ### Reaction Details 1. **Compound A**: - Structure: A cyclohexane ring bonded to a bromine atom (Br). 2. **Reaction Condition**: - Reagent: Water (H₂O). - Process: Refluxing Compound A in water. 3. **Expected Product**: - **Compound B**: - Structure: A cyclohexane ring with an OH (hydroxyl) group attached, replacing the bromine. 4. **Actual Product**: - **Compound C**: - Structure: A different cyclohexane ring structure where the hydroxyl group is in a different position, leading to a compound with altered stereochemistry or ring structure. ### Analysis - **Reaction Type**: The goal was likely an SN1 or SN2 reaction where the bromine is substituted by an OH group. - **Outcome**: Instead of forming the expected alcohol (Compound B), the reaction led to an unexpected structural isomer or a rearrangement product (Compound C). ### Inquiry - **Question Raised**: Should NaOH in water have been used instead? - Sodium hydroxide (NaOH) could potentially provide a stronger nucleophile that might have promoted the desired substitution more effectively, preventing rearrangement or ensuring a more predictable outcome.
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