**Reactions of a Primary or Secondary Amine with Diethyl Carbonate**This reaction involves the transformation of a primary or secondary amine with diethyl carbonate under controlled conditions, resulting in a carbamic ester. The reaction proceeds as follows:### Detailed Mechanism:1. **Step 1: Nucleophilic Attack** - The nitrogen of the amine initiates a nucleophilic attack on the carbonyl carbon of diethyl carbonate, leading to the formation of a zwitterion intermediate (Intermediate 1).2. **Step 2: Protonation/Deprotonation** - A proton transfer process occurs, converting the zwitterion (Intermediate 1) into a different form (Intermediate 2).3. **Step 3: Intramolecular Collapse** - The tetrahedral intermediate (Intermediate 2) undergoes collapse, generating a charged species (Intermediate 3).4. **Step 4: Deprotonation** - The final step involves the deprotonation of Intermediate 3, yielding the neutral product, which is the desired carbamic ester.### Notes:- There is no need to consider stereochemistry in your answer.- If multiple answers are possible, provide only one.- Exclude counter-ions such as Na⁺, I⁻ in your mechanism.- Do not draw organic or inorganic by-products.This sequence of steps helps in understanding the mechanism of the reaction at the molecular level.

Answered: Image /qna-images/answer/485c6046-c1de-4842-9c8c-a4a5d024c91e.jpg

ELOČOET H2N EtO 'N. H + ELOH Reactions of a primary or secondary amine with diethyl carbonate under controlled conditions gives a carbamic ester. Write a detailed mechanism for this reaction (shown above) which proceeds in 4 steps, including proton transfer steps. Then draw Intermediate 3 in the window provided. The mechanism is detailed as follows: Step 1: Nucleophilic attack to yield zwitterion intermediate 1. Step 2: Protonation/deprotonation (i.e. "proton transfer") of zwitterion 1 to yield intermediate 2. Step 3: Intramolecular collapse of tetrahedral center in intermediate 2 to yield charged intermediate 3. Step 4: Deprotonation of intermediate 3 to yield neutral product. You do not have to consider stereochemistry. In cases where there is more than one answer, just give one. • Do not include counter-ions, e.g., Na", I", in your answer. Do not draw organic or inorganic by-products.

ELOČOET H2N EtO 'N. H + ELOH Reactions of a primary or secondary amine with diethyl carbonate under controlled conditions gives a carbamic ester. Write a detailed mechanism for this reaction (shown above) which proceeds in 4 steps, including proton transfer steps. Then draw Intermediate 3 in the window provided. The mechanism is detailed as follows: Step 1: Nucleophilic attack to yield zwitterion intermediate 1. Step 2: Protonation/deprotonation (i.e. "proton transfer") of zwitterion 1 to yield intermediate 2. Step 3: Intramolecular collapse of tetrahedral center in intermediate 2 to yield charged intermediate 3. Step 4: Deprotonation of intermediate 3 to yield neutral product. You do not have to consider stereochemistry. In cases where there is more than one answer, just give one. • Do not include counter-ions, e.g., Na", I", in your answer. Do not draw organic or inorganic by-products.

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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