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Draw the detailed mechanism and predict the major product of each of the following reactions. O₂N. J- F NO₂ NO₂ Br NaOH CH3NH₂ (excess)

Draw the detailed mechanism and predict the major product of each of the following reactions. O₂N. J- F NO₂ NO₂ Br NaOH CH3NH₂ (excess)

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
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Please make sure it's detailed mechanism with arrows in every step, thank you

### Chemical Reaction Mechanisms 3. **Draw the detailed mechanism and predict the major product of each of the following reactions.** **Reaction A:** A benzene ring with: - Fluorine (F) at the 1-position - Two nitro groups (NO₂) at the 2- and 4-positions - Iodine (I) at the 3-position This compound reacts with sodium hydroxide (NaOH). **Mechanism Details:** - The reaction likely involves nucleophilic aromatic substitution, considering the electron-withdrawing nature of the NO₂ groups activating the ring for substitution. - NaOH acts as the nucleophile. **Expected Product:** - The iodide group is expected to be replaced by the hydroxyl group (OH). **Reaction B:** A benzene ring with: - Chlorine (Cl) at the 1-position - A nitro group (NO₂) at the 3-position - Bromine (Br) at the 4-position This compound reacts with excess methylamine (CH₃NH₂). **Mechanism Details:** - The reaction likely involves nucleophilic aromatic substitution. - The electron-withdrawing NO₂ group activates the ring for substitution by CH₃NH₂. - Excess CH₃NH₂ suggests an emphasis on its role as the nucleophile to replace either Br or Cl. **Expected Product:** - The halogen, likely Br due to weaker bond strength compared to Cl, is expected to be replaced by an NH₃CH₃ group. These reactions demonstrate classic nucleophilic aromatic substitution mechanisms facilitated by electron-withdrawing groups on an aromatic ring.
Transcribed Image Text:### Chemical Reaction Mechanisms 3. **Draw the detailed mechanism and predict the major product of each of the following reactions.** **Reaction A:** A benzene ring with: - Fluorine (F) at the 1-position - Two nitro groups (NO₂) at the 2- and 4-positions - Iodine (I) at the 3-position This compound reacts with sodium hydroxide (NaOH). **Mechanism Details:** - The reaction likely involves nucleophilic aromatic substitution, considering the electron-withdrawing nature of the NO₂ groups activating the ring for substitution. - NaOH acts as the nucleophile. **Expected Product:** - The iodide group is expected to be replaced by the hydroxyl group (OH). **Reaction B:** A benzene ring with: - Chlorine (Cl) at the 1-position - A nitro group (NO₂) at the 3-position - Bromine (Br) at the 4-position This compound reacts with excess methylamine (CH₃NH₂). **Mechanism Details:** - The reaction likely involves nucleophilic aromatic substitution. - The electron-withdrawing NO₂ group activates the ring for substitution by CH₃NH₂. - Excess CH₃NH₂ suggests an emphasis on its role as the nucleophile to replace either Br or Cl. **Expected Product:** - The halogen, likely Br due to weaker bond strength compared to Cl, is expected to be replaced by an NH₃CH₃ group. These reactions demonstrate classic nucleophilic aromatic substitution mechanisms facilitated by electron-withdrawing groups on an aromatic ring.
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