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(116 the Br Br lg + Li Ne

(116 the Br Br lg + Li Ne

Chemistry & Chemical Reactivity
Chemistry & Chemical Reactivity
10th Edition
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter20: Environmental Chemistry-earth's Environment, Energy, And Sustainability
Section20.7: Green Chemistry And Sustainability
Problem 1.5ACP
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Given the detailed reaction mechanism that predicts the terminal alkyne product of this reaction.
### Organic Chemistry Reaction Mechanism **Reaction Overview:** - **Reactants:** 1. A bromo compound with the structure: - A benzene ring attached to a carbon - The carbon is triply bonded to another carbon, with two bromine (Br) atoms attached 2. Lithium diisopropylamide (LDA), which is a strong, non-nucleophilic base. - Represented by the structure: - Li (Lithium), which is positively charged - N (Nitrogen), which is negatively charged and flanked by two isopropyl groups (each indicated by a carbon with two methyl groups attached) - **Reaction Indication:** - To the right of the reactants, there is an arrow indicating the direction of the reaction. ### Graphical Diagram: **Reactant 1 Structure:** - **Brominated Aromatic Compound:** - Benzene ring attached to a central carbon. - Central carbon double-bonded to a second carbon bearing two bromine (Br) atoms. **Reactant 2 Structure:** - **Lithium Diisopropylamide (LDA):** - Positively charged Lithium (Li+) - Negatively charged Nitrogen (N-), which is bonded to two isopropyl groups. **Reaction Arrow:** - A single, right-pointing arrow indicating the progression of the reaction from reactants to products. ### Explanation: In this reaction, the LDA (lithium diisopropylamide) serves as a strong, non-nucleophilic base. It is commonly used in organic synthesis to deprotonate compounds, leading to the formation of carbon-centered anions which can then undergo further chemical transformations. In the provided reactants: - The aromatic compound with two bromine atoms is ready to undergo deprotonation or substitution reactions facilitated by the strong base, LDA. This setup suggests that the reaction might involve the removal of a proton from the carbon between the benzene ring and the brominated substituent, leading to the formation of a stabilized anion or further transformation, but the exact products are not specified in the provided diagram.
Transcribed Image Text:### Organic Chemistry Reaction Mechanism **Reaction Overview:** - **Reactants:** 1. A bromo compound with the structure: - A benzene ring attached to a carbon - The carbon is triply bonded to another carbon, with two bromine (Br) atoms attached 2. Lithium diisopropylamide (LDA), which is a strong, non-nucleophilic base. - Represented by the structure: - Li (Lithium), which is positively charged - N (Nitrogen), which is negatively charged and flanked by two isopropyl groups (each indicated by a carbon with two methyl groups attached) - **Reaction Indication:** - To the right of the reactants, there is an arrow indicating the direction of the reaction. ### Graphical Diagram: **Reactant 1 Structure:** - **Brominated Aromatic Compound:** - Benzene ring attached to a central carbon. - Central carbon double-bonded to a second carbon bearing two bromine (Br) atoms. **Reactant 2 Structure:** - **Lithium Diisopropylamide (LDA):** - Positively charged Lithium (Li+) - Negatively charged Nitrogen (N-), which is bonded to two isopropyl groups. **Reaction Arrow:** - A single, right-pointing arrow indicating the progression of the reaction from reactants to products. ### Explanation: In this reaction, the LDA (lithium diisopropylamide) serves as a strong, non-nucleophilic base. It is commonly used in organic synthesis to deprotonate compounds, leading to the formation of carbon-centered anions which can then undergo further chemical transformations. In the provided reactants: - The aromatic compound with two bromine atoms is ready to undergo deprotonation or substitution reactions facilitated by the strong base, LDA. This setup suggests that the reaction might involve the removal of a proton from the carbon between the benzene ring and the brominated substituent, leading to the formation of a stabilized anion or further transformation, but the exact products are not specified in the provided diagram.
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