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Compound A (C8H10) absorbs 3 equivalents of H2 during catalytic reduction over Pd/C to give Compound B (C8H16). Ozonolysis of Compound A gives cyclopentanone and other products. Treatment of Compound A with NaNH2 and then bromoethane gives Compound C (C10H14). Draw the structures of Compounds A, B, and C. I Select to Draw C 1. NaNH2 2. CH3CH2Br Select to Draw A 1.03 2. Zn, H₂O Q

Compound A (C8H10) absorbs 3 equivalents of H2 during catalytic reduction over Pd/C to give Compound B (C8H16). Ozonolysis of Compound A gives cyclopentanone and other products. Treatment of Compound A with NaNH2 and then bromoethane gives Compound C (C10H14). Draw the structures of Compounds A, B, and C. I Select to Draw C 1. NaNH2 2. CH3CH2Br Select to Draw A 1.03 2. Zn, H₂O Q

Chemistry
Chemistry
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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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**Understanding Compound Transformations in Organic Chemistry** **Compound A (C₈H₁₀) Transformations:** 1. **Catalytic Reduction:** - Compound A absorbs 3 equivalents of H₂ in the presence of Pd/C to yield Compound B (C₈H₁₆). 2. **Ozonolysis:** - Treatment of Compound A with O₃ followed by zinc and water cleaves the compound, resulting in cyclopentanone and other products. 3. **Reaction with NaNH₂ and Bromoethane:** - Compound A undergoes a reaction with sodium amide (NaNH₂) followed by bromoethane to produce Compound C (C₁₀H₁₄). **Diagram Explanation:** - The image includes a diagram with two main reaction pathways: 1. **Pathway for Compound A:** - Box labeled "Select to Draw A" indicates the starting point. - Ozonolysis (O₃) with zinc and water leads to the formation of cyclopentanone, depicted as a five-membered ring with an oxygen double bond. 2. **Pathway for Compound C:** - Starting with "Select to Draw A," Compound A reacts with NaNH₂, followed by bromoethane (CH₃CH₂Br), resulting in Compound C. **Objective:** - Draw the structures of Compounds A, B, and C based on the given chemical transformations.
Transcribed Image Text:**Understanding Compound Transformations in Organic Chemistry** **Compound A (C₈H₁₀) Transformations:** 1. **Catalytic Reduction:** - Compound A absorbs 3 equivalents of H₂ in the presence of Pd/C to yield Compound B (C₈H₁₆). 2. **Ozonolysis:** - Treatment of Compound A with O₃ followed by zinc and water cleaves the compound, resulting in cyclopentanone and other products. 3. **Reaction with NaNH₂ and Bromoethane:** - Compound A undergoes a reaction with sodium amide (NaNH₂) followed by bromoethane to produce Compound C (C₁₀H₁₄). **Diagram Explanation:** - The image includes a diagram with two main reaction pathways: 1. **Pathway for Compound A:** - Box labeled "Select to Draw A" indicates the starting point. - Ozonolysis (O₃) with zinc and water leads to the formation of cyclopentanone, depicted as a five-membered ring with an oxygen double bond. 2. **Pathway for Compound C:** - Starting with "Select to Draw A," Compound A reacts with NaNH₂, followed by bromoethane (CH₃CH₂Br), resulting in Compound C. **Objective:** - Draw the structures of Compounds A, B, and C based on the given chemical transformations.
### Organic Chemistry Reaction Sequence #### Reaction Pathway The image displays a series of chemical reaction steps. Each step involves specific reagents and processes leading to different products. Below is a detailed description of the reaction sequence: 1. **First Reaction:** - **Reagents:** - 1. NaNH₂ (Sodium amide) - 2. CH₃CH₂Br (Ethyl bromide) - **Transformation:** - This step involves the use of sodium amide and ethyl bromide, which typically implies a nucleophilic substitution or elimination reaction. 2. **Ozonolysis:** - **Reagents:** - 1. O₃ (Ozone) - 2. Zn, H₂O (Zinc, water) - **Transformation:** - This indicates an ozonolysis reaction where ozone is used to cleave carbon-carbon double bonds, followed by reducing the ozonide with zinc and water to yield carbonyl compounds. 3. **Hydrogenation:** - **Reagents:** - H₂, Pd/C (Hydrogen gas, Palladium on carbon catalyst) - **Transformation:** - The use of hydrogen gas with a palladium catalyst signifies hydrogenation, typically reducing double or triple bonds to single bonds. #### Chemical Structures - **Middle Structure:** - A labeled hexagonal ring with an oxygen double-bond (carbonyl group), representing a cyclohexanone derivative, which is a typical product from the ozonolysis of cyclic alkenes. #### Reaction Boxes - **Select to Draw:** - Three boxes labeled as “Select to Draw A,” “Select to Draw B,” and “Select to Draw C” represent placeholders for reactants or products formed during each phase of the reactions. This flowchart outlines a synthetic pathway, illustrating the sequence and transformations at each step, fundamental to understanding the manipulation of organic molecules for desired chemical structures in synthetic organic chemistry.
Transcribed Image Text:### Organic Chemistry Reaction Sequence #### Reaction Pathway The image displays a series of chemical reaction steps. Each step involves specific reagents and processes leading to different products. Below is a detailed description of the reaction sequence: 1. **First Reaction:** - **Reagents:** - 1. NaNH₂ (Sodium amide) - 2. CH₃CH₂Br (Ethyl bromide) - **Transformation:** - This step involves the use of sodium amide and ethyl bromide, which typically implies a nucleophilic substitution or elimination reaction. 2. **Ozonolysis:** - **Reagents:** - 1. O₃ (Ozone) - 2. Zn, H₂O (Zinc, water) - **Transformation:** - This indicates an ozonolysis reaction where ozone is used to cleave carbon-carbon double bonds, followed by reducing the ozonide with zinc and water to yield carbonyl compounds. 3. **Hydrogenation:** - **Reagents:** - H₂, Pd/C (Hydrogen gas, Palladium on carbon catalyst) - **Transformation:** - The use of hydrogen gas with a palladium catalyst signifies hydrogenation, typically reducing double or triple bonds to single bonds. #### Chemical Structures - **Middle Structure:** - A labeled hexagonal ring with an oxygen double-bond (carbonyl group), representing a cyclohexanone derivative, which is a typical product from the ozonolysis of cyclic alkenes. #### Reaction Boxes - **Select to Draw:** - Three boxes labeled as “Select to Draw A,” “Select to Draw B,” and “Select to Draw C” represent placeholders for reactants or products formed during each phase of the reactions. This flowchart outlines a synthetic pathway, illustrating the sequence and transformations at each step, fundamental to understanding the manipulation of organic molecules for desired chemical structures in synthetic organic chemistry.
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