2) Draw a plausible mechanism for the following reaction by using the guidelines, the template, and the instructions below. N H3O+ H₂N 0: H AL H O e H
2) Draw a plausible mechanism for the following reaction by using the guidelines, the template, and the instructions below. N H3O+ H₂N 0: H AL H O e H
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:2) Draw a plausible mechanism for the following reaction by using the guidelines, the template, and the instructions below.
Reaction:
- The starting material is azacyclooctene, depicted as a cyclic compound containing a nitrogen atom within the ring, adjacent to a carbon-carbon double bond.
- The reaction occurs in the presence of hydronium ion (\( \text{H}_3\text{O}^+ \)) and produces a linear amine and an aldehyde.
Reaction Mechanism (Diagram Explanation):
- The mechanism is divided into a series of steps, demonstrated in a flowchart format with arrows indicating the reaction progression.
1. **First Step**:
- The azacyclooctene interacts with hydronium ion (\( \text{H}_3\text{O}^+ \)), leading to the addition of a proton to the nitrogen. This is shown with a curved arrow from the nitrogen lone pair towards a hydronium ion.
2. **Intermediates Formation**:
- Following protonation, the positively charged nitrogen promotes rearrangement. The intermediates involve the breaking of the C-N bond followed by the formation of a new bond.
3. **Product Formation**:
- The linear amine is shown as the product after cleavage and rearrangement steps.
- Also, as a result of the rearrangement, an aldehyde group is formed on a separate chain, shown as the final product.
- The final output of the mechanism is a linear chain with an amine group (\( \text{H}_2\text{N} \)) on one end and an aldehyde group (\( \text{-CHO} \)) on the other.
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