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undergo bromination with Br₂, FeBr3 (when necessary). Ń(CH3)3 CN HN. C=O 13 b a b CH3 b

undergo bromination with Br₂, FeBr3 (when necessary). Ń(CH3)3 CN HN. C=O 13 b a b CH3 b

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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**Bromination of Aromatic Compounds** In this educational exercise, you are tasked with determining the positions on two aromatic rings where substitution is most likely to occur during bromination using Br₂ and FeBr₃. ### Compound 1: - **Structure:** An aromatic ring with a trimethylammonium group attached. - **Labeled Positions:** - **a** - **b** - **c** For this compound, substitution occurs at position "b". ### Compound 2: - **Structure:** An aromatic ring with a cyano group and an amide group (HN-C(CH₃)=O) attached. - **Labeled Positions:** - **a** - **b** For this compound, substitution occurs at position "a". ### Explanation: When brominating aromatic compounds, substitution usually occurs at positions that are either activated or deactivated based on the groups present on the ring. Activating groups direct substitution to ortho/para positions, while deactivating groups direct it to meta positions. The presence of the FeBr₃ catalyst facilitates the process by making the bromine more electrophilic.
Transcribed Image Text:**Bromination of Aromatic Compounds** In this educational exercise, you are tasked with determining the positions on two aromatic rings where substitution is most likely to occur during bromination using Br₂ and FeBr₃. ### Compound 1: - **Structure:** An aromatic ring with a trimethylammonium group attached. - **Labeled Positions:** - **a** - **b** - **c** For this compound, substitution occurs at position "b". ### Compound 2: - **Structure:** An aromatic ring with a cyano group and an amide group (HN-C(CH₃)=O) attached. - **Labeled Positions:** - **a** - **b** For this compound, substitution occurs at position "a". ### Explanation: When brominating aromatic compounds, substitution usually occurs at positions that are either activated or deactivated based on the groups present on the ring. Activating groups direct substitution to ortho/para positions, while deactivating groups direct it to meta positions. The presence of the FeBr₃ catalyst facilitates the process by making the bromine more electrophilic.
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