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This is my proposed mechanism for the synthesis of propylene oxide and methylamine. Is this correct? I'm not sure if I did the latter steps correctly with abstracting the hydrogens and such.

This is my proposed mechanism for the synthesis of propylene oxide and methylamine. Is this correct? I'm not sure if I did the latter steps correctly with abstracting the hydrogens and such.

Chemistry
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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This is my proposed mechanism for the synthesis of propylene oxide and methylamine. Is this correct? I'm not sure if I did the latter steps correctly with abstracting the hydrogens and such.

**Propylene Oxide and Methylamine Reaction** This image depicts a chemical reaction between propylene oxide and methylamine (CH₃NH₂), illustrating the nucleophilic attack of methylamine on propylene oxide. 1. **Initial Reaction:** - **Reactants:** Propylene oxide and methylamine (CH₃NH₂). - An arrow from the nitrogen in methylamine indicates the nucleophilic attack on the epoxide ring of propylene oxide. 2. **Intermediate Formation:** - The result is a charged intermediate with a positive charge on the nitrogen showing an intermediate amine-alcohol structure. - The epoxide ring opens with the formation of a negative charge on the oxygen atom. 3. **Further Transformation:** - A rearrangement occurs leading to the formation of a hydroxyl group (OH). - The negative charge on the oxygen shifts as the intermediate rearranges. 4. **Final Product:** - The reaction completes with the formation of an aminopropanol compound, specifically with a structure of CH₃NH on one side and an OH group on the opposite. **Diagrams/Arrows:** - Curved arrows indicate electron movement in the reaction mechanism, depicting the step-by-step transformation of reactants to products. - The circled structure at the bottom right is the final product: a molecule with CH₃-NH and an OH group attached to the carbon chain. This schematic illustrates a typical example of nucleophilic substitution in organic chemistry, specifically involving epoxides and amines.
Transcribed Image Text:**Propylene Oxide and Methylamine Reaction** This image depicts a chemical reaction between propylene oxide and methylamine (CH₃NH₂), illustrating the nucleophilic attack of methylamine on propylene oxide. 1. **Initial Reaction:** - **Reactants:** Propylene oxide and methylamine (CH₃NH₂). - An arrow from the nitrogen in methylamine indicates the nucleophilic attack on the epoxide ring of propylene oxide. 2. **Intermediate Formation:** - The result is a charged intermediate with a positive charge on the nitrogen showing an intermediate amine-alcohol structure. - The epoxide ring opens with the formation of a negative charge on the oxygen atom. 3. **Further Transformation:** - A rearrangement occurs leading to the formation of a hydroxyl group (OH). - The negative charge on the oxygen shifts as the intermediate rearranges. 4. **Final Product:** - The reaction completes with the formation of an aminopropanol compound, specifically with a structure of CH₃NH on one side and an OH group on the opposite. **Diagrams/Arrows:** - Curved arrows indicate electron movement in the reaction mechanism, depicting the step-by-step transformation of reactants to products. - The circled structure at the bottom right is the final product: a molecule with CH₃-NH and an OH group attached to the carbon chain. This schematic illustrates a typical example of nucleophilic substitution in organic chemistry, specifically involving epoxides and amines.
Expert Solution
Step 1

In your mechanism, the first step and the final product are correct. 

But the extraction of H+ from CH3NH2 and protonation step of CH3NH- are not correct. 

The correct extraction of H+ and explanation is shown below:

steps

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