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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Transcribed Image Text:**Title: Mechanism Proposal for Organic Conversion**
**Objective:**
Propose a mechanism for the conversion of a chlorinated amine compound into a bicyclic nitrogen-containing compound.
**Starting Compound:**
The starting compound is an organic molecule consisting of a six-carbon chain with the following groups:
- A chlorine (Cl) atom attached to the first and sixth carbon atoms.
- An amine group (NH₂) attached to the third carbon atom.
**Target Compound:**
The target compound is a bicyclic structure where two cyclohexane rings are fused, containing one nitrogen (N) atom bridging the rings.
**Mechanism Proposal:**
1. **Nucleophilic Attack:**
- The nitrogen atom in the amine group acts as a nucleophile.
- It attacks one of the carbon atoms bearing the chlorine, leading to the elimination of the chlorine atom and forming a cyclic intermediate.
2. **Ring Closure:**
- The newly formed intermediate, with one ring already closed, can facilitate the closure of the second ring by another nucleophilic attack, possibly involving the remaining chlorine group.
3. **Formation of the Final Bicyclic Compound:**
- After the second ring is formed, the nitrogen atom is incorporated into the bicyclic structure, resulting in the final target compound with two fused rings.
**Visual Diagram:**
- **Left Side:** A linear carbon chain with two Cl atoms and an NH₂ group.
- **Right Side:** A bicyclic structure where the nitrogen atom is part of the fused ring system.
This schematic explanation details the conversion from a linear chlorinated amine to a bicyclic nitrogen heterocycle, highlighting key molecular interactions that facilitate the process.
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