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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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Please help me with the last problem! As you can see I got 3 out of them right

### Organic Chemistry Reaction Mechanism

This diagram illustrates a series of organic chemistry reactions starting from a cycloalkene. The steps involved can be summarized as follows:

#### Reagents and Intermediates
- **Lindlar's Catalyst** 
- **H₂/Pt (Platinum)**
- **KMnO₄ (Potassium permanganate), OH⁻ (Warm)**
- **H₃O⁺ (Hydronium ion)**
- **Cl₂ (Chlorine), 2 equivalents**

#### Reaction Steps
1. **Initial Cycloalkene**
   - The starting material is a cycloalkene, specifically a cyclohexene with one double bond and two methyl groups attached at the 1 and 3 positions.

2. **Reaction Pathways**
   - The initial cycloalkene can react via two distinct pathways, indicated by the branching arrows.

3. **Pathway 1: Lindlar's Catalyst**
   - This pathway involves the selective hydrogenation of the cycloalkene using Lindlar's catalyst, which results in a partially hydrogenated product. The intermediate or product is not explicitly shown here, but typically it would be a cyclohexene with a reduced number of double bonds.

4. **Pathway 2: KMnO₄, OH⁻ (Warm) followed by H₃O⁺**
   - This pathway involves a two-step reaction:
     - Step 1: The cycloalkene reacts with potassium permanganate (KMnO₄) in a warm, basic medium (OH⁻). This step usually results in the cleavage of the double bond and the formation of a diol or an oxidized product.
     - Step 2: The intermediate product from the first step is then treated with hydronium ions (H₃O⁺), leading to further oxidation or rearrangement. The specific product is a cyclohexane derivative with single hydrogen atoms added at the positions previously holding the double bond.

5. **Pathway 3: Chlorination using Cl₂**
   - This pathway involves the reaction of the cycloalkene with 2 equivalents of chlorine (Cl₂). The cycloalkene is converted into a cycloalkane with two chlorine atoms added at each carbon that was part of the original double bond.

#### Final Products
- **Product 1: From Lindlar’s Catalyst and
Transcribed Image Text:### Organic Chemistry Reaction Mechanism This diagram illustrates a series of organic chemistry reactions starting from a cycloalkene. The steps involved can be summarized as follows: #### Reagents and Intermediates - **Lindlar's Catalyst** - **H₂/Pt (Platinum)** - **KMnO₄ (Potassium permanganate), OH⁻ (Warm)** - **H₃O⁺ (Hydronium ion)** - **Cl₂ (Chlorine), 2 equivalents** #### Reaction Steps 1. **Initial Cycloalkene** - The starting material is a cycloalkene, specifically a cyclohexene with one double bond and two methyl groups attached at the 1 and 3 positions. 2. **Reaction Pathways** - The initial cycloalkene can react via two distinct pathways, indicated by the branching arrows. 3. **Pathway 1: Lindlar's Catalyst** - This pathway involves the selective hydrogenation of the cycloalkene using Lindlar's catalyst, which results in a partially hydrogenated product. The intermediate or product is not explicitly shown here, but typically it would be a cyclohexene with a reduced number of double bonds. 4. **Pathway 2: KMnO₄, OH⁻ (Warm) followed by H₃O⁺** - This pathway involves a two-step reaction: - Step 1: The cycloalkene reacts with potassium permanganate (KMnO₄) in a warm, basic medium (OH⁻). This step usually results in the cleavage of the double bond and the formation of a diol or an oxidized product. - Step 2: The intermediate product from the first step is then treated with hydronium ions (H₃O⁺), leading to further oxidation or rearrangement. The specific product is a cyclohexane derivative with single hydrogen atoms added at the positions previously holding the double bond. 5. **Pathway 3: Chlorination using Cl₂** - This pathway involves the reaction of the cycloalkene with 2 equivalents of chlorine (Cl₂). The cycloalkene is converted into a cycloalkane with two chlorine atoms added at each carbon that was part of the original double bond. #### Final Products - **Product 1: From Lindlar’s Catalyst and
### Problem 14 of 14

#### Question:
A common alkyne starting material is shown below. Predict the major product for each reaction. Ignore any inorganic byproducts.

#### Alkyne Starting Material:
- A cyclic alkyne is provided. The structure consists of a cyclo-octene ring with a triple bond and a methyl group attached.

#### Reactions:
1. **Reduction with Lindlar's Catalyst**
   - Reagent: H₂
   - Catalyst: Lindlar's catalyst
   - Expected Product: This reaction partially hydrogenates the alkyne to a cis-alkene.

   ![Cis-Alkene Product](first_structure_link_placeholder)

2. **Complete Hydrogenation**
   - Reagent: H₂
   - Catalyst: Pt (Platinum)
   - Expected Product: This reaction fully hydrogenates the alkyne to produce an alkane with double the number of hydrogen atoms.

   ![Alkane Product](second_structure_link_placeholder)

3. **Oxidation**
   - Reagent 1: KMnO₄, OH⁻ (warm)
   - Reagent 2: H₃O⁺
   - Expected Product: This reaction will cleave the triple bond and form carboxylic acids at the ends of the structure.

   ![Oxidation Product](oxidation_product_structure_link_placeholder)

4. **Halogenation**
   - Reagent: Cl₂ (2 equiv)
   - Expected Product: This reaction adds chlorine atoms to both carbons of the triple bond, resulting in a tetrachlorinated compound.

   ![Halogenation Product](halogenation_product_structure_link_placeholder)

#### Explanation of Diagrams:

**Lindlar's Catalyst:**
- The diagram shows a flowchart where the alkyne starting material at the bottom center produces a cis-alkene at the top left when H₂/Lindlar's catalyst is used.

**Complete Hydrogenation:**
- The same alkyne starting material produces an alkane at the top right when H₂/Pt is used.

**Oxidation:**
- The alkyne starting material leads to two carboxylic acid products following the steps of oxidation with KMnO₄, OH⁻ (warm) and then H₃O⁺.

**Halogenation:**
- The alkyne starting material results in a tetrachlorinated
Transcribed Image Text:### Problem 14 of 14 #### Question: A common alkyne starting material is shown below. Predict the major product for each reaction. Ignore any inorganic byproducts. #### Alkyne Starting Material: - A cyclic alkyne is provided. The structure consists of a cyclo-octene ring with a triple bond and a methyl group attached. #### Reactions: 1. **Reduction with Lindlar's Catalyst** - Reagent: H₂ - Catalyst: Lindlar's catalyst - Expected Product: This reaction partially hydrogenates the alkyne to a cis-alkene. ![Cis-Alkene Product](first_structure_link_placeholder) 2. **Complete Hydrogenation** - Reagent: H₂ - Catalyst: Pt (Platinum) - Expected Product: This reaction fully hydrogenates the alkyne to produce an alkane with double the number of hydrogen atoms. ![Alkane Product](second_structure_link_placeholder) 3. **Oxidation** - Reagent 1: KMnO₄, OH⁻ (warm) - Reagent 2: H₃O⁺ - Expected Product: This reaction will cleave the triple bond and form carboxylic acids at the ends of the structure. ![Oxidation Product](oxidation_product_structure_link_placeholder) 4. **Halogenation** - Reagent: Cl₂ (2 equiv) - Expected Product: This reaction adds chlorine atoms to both carbons of the triple bond, resulting in a tetrachlorinated compound. ![Halogenation Product](halogenation_product_structure_link_placeholder) #### Explanation of Diagrams: **Lindlar's Catalyst:** - The diagram shows a flowchart where the alkyne starting material at the bottom center produces a cis-alkene at the top left when H₂/Lindlar's catalyst is used. **Complete Hydrogenation:** - The same alkyne starting material produces an alkane at the top right when H₂/Pt is used. **Oxidation:** - The alkyne starting material leads to two carboxylic acid products following the steps of oxidation with KMnO₄, OH⁻ (warm) and then H₃O⁺. **Halogenation:** - The alkyne starting material results in a tetrachlorinated
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