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Please provide a plausible mechanism for the following transformation. Please include any and all lone pairs and formal charges in addition all required reaction arrows and intermediates. NO2 Na NO2 ONH Br

Please provide a plausible mechanism for the following transformation. Please include any and all lone pairs and formal charges in addition all required reaction arrows and intermediates. NO2 Na NO2 ONH Br

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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Please help, I thought bromide would be removed first and I am confused. 

**Problem 3:** Please provide a plausible mechanism for the following transformation. Include any and all lone pairs and formal charges in addition to all required reaction arrows and intermediates. **Reaction:** - **Reactants:** - A bromobenzene ring with a nitro group (NO₂) at the ortho position relative to a bromine atom (Br) is shown. - Sodium amide (Na⁺NH₂⁻) is the reagent. - **Products:** - An aniline derivative with the nitro group (NO₂) at the ortho position relative to an amino group (NH₂), which has replaced the bromine atom. **Description:** In this reaction, the bromine atom on the benzene ring is substituted by an amino group (NH₂), resulting in the formation of an ortho-nitroaniline. The reaction likely involves nucleophilic aromatic substitution. **Instructions:** Provide a detailed mechanism that includes: - Identification of lone pairs and formal charges. - All necessary reaction arrows illustrating the step-by-step process. - Any intermediate structures formed during the reaction.
Transcribed Image Text:**Problem 3:** Please provide a plausible mechanism for the following transformation. Include any and all lone pairs and formal charges in addition to all required reaction arrows and intermediates. **Reaction:** - **Reactants:** - A bromobenzene ring with a nitro group (NO₂) at the ortho position relative to a bromine atom (Br) is shown. - Sodium amide (Na⁺NH₂⁻) is the reagent. - **Products:** - An aniline derivative with the nitro group (NO₂) at the ortho position relative to an amino group (NH₂), which has replaced the bromine atom. **Description:** In this reaction, the bromine atom on the benzene ring is substituted by an amino group (NH₂), resulting in the formation of an ortho-nitroaniline. The reaction likely involves nucleophilic aromatic substitution. **Instructions:** Provide a detailed mechanism that includes: - Identification of lone pairs and formal charges. - All necessary reaction arrows illustrating the step-by-step process. - Any intermediate structures formed during the reaction.
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