Compound A (C9H12) absorbs three equivalents  of H2 on a Catalina reduction over a palladium catalyst to give propylcyclohexane. On ozonolysis, compound A give the two products shown below. On treatment with NH2 , NH3 followed by addition of 1_bromo4methylpentane, compound A gave a new hydrocarbon,B (c5H24 ). What are the structures of compound A and B?

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Compound A (C9H12) absorbs three equivalents  of H2 on a Catalina reduction over a palladium catalyst to give propylcyclohexane. On ozonolysis, compound A give the two products shown below. On treatment with NH2 , NH3 followed by addition of 1_bromo4methylpentane, compound A gave a new hydrocarbon,B (c5H24 ). What are the structures of compound A and B?

### Chemical Reaction Pathway Analysis

This diagram illustrates a series of chemical reactions beginning with an unidentified compound, labeled as Compound A, which undergoes different reaction routes to yield various products, including another unidentified compound labeled Compound B.

#### Reaction Pathways:

1. **Route 1:**
   - **Reagents:** NaNH₂, NH₃ (Step 1); Zn, H₃O⁺ (Step 2)
   - **Outcome:** Leads to the formation of Compound B.

2. **Route 2:**
   - **Reagents:** O₃ (ozone) (Step 1); Zn, H₃O⁺ (Step 2)
   - **Products:** Malonic acid (Propane-1,3-dicarboxylic acid) and CO₂ (carbon dioxide)

3. **Route 3:**
   - **Reagent:** H₂, using a Pd/C catalyst
   - **Product:** Propylcyclohexane

### Notes on Compounds and Structures:

- **Propylcyclohexane:** A cyclohexane ring with a propyl group attached.
- **Malonic Acid Formation:** Associated with ozonolysis reaction, indicative of potential double-bond cleavage in Compound A.

This diagram serves as a practical example of complex organic synthesis, demonstrating pathways from a single starting material to diverse products through strategic reagent selection and reaction conditions.
Transcribed Image Text:### Chemical Reaction Pathway Analysis This diagram illustrates a series of chemical reactions beginning with an unidentified compound, labeled as Compound A, which undergoes different reaction routes to yield various products, including another unidentified compound labeled Compound B. #### Reaction Pathways: 1. **Route 1:** - **Reagents:** NaNH₂, NH₃ (Step 1); Zn, H₃O⁺ (Step 2) - **Outcome:** Leads to the formation of Compound B. 2. **Route 2:** - **Reagents:** O₃ (ozone) (Step 1); Zn, H₃O⁺ (Step 2) - **Products:** Malonic acid (Propane-1,3-dicarboxylic acid) and CO₂ (carbon dioxide) 3. **Route 3:** - **Reagent:** H₂, using a Pd/C catalyst - **Product:** Propylcyclohexane ### Notes on Compounds and Structures: - **Propylcyclohexane:** A cyclohexane ring with a propyl group attached. - **Malonic Acid Formation:** Associated with ozonolysis reaction, indicative of potential double-bond cleavage in Compound A. This diagram serves as a practical example of complex organic synthesis, demonstrating pathways from a single starting material to diverse products through strategic reagent selection and reaction conditions.
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