1 eq. Cl2 H30*/H9SO4 (CH3)2Cu /Li ether H2/Lindlar cat.

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Chapter1: Chemical Foundations
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Draw the major organic product for each of the following reactions. You must show the correct stereochemistry of the product where relevant.

### Organic Chemistry Reactions

This diagram outlines several organic chemistry reactions, each with a specific reactant, reagent, and resulting product, as detailed below:

1. **Reaction 1:**
   - **Reactant:** An alkyne with a terminal propyl group.
   - **Reagent:** 1 equivalent of chlorine gas (Cl₂).
   - **Product:** The product likely features a dihalide addition, resulting in a chlorinated alkene or geminal dihalide.

2. **Reaction 2:**
   - **Reactant:** An alkyne with a linear butyl group.
   - **Reagent:** H₃O⁺/HgSO₄ (mercuric sulfate in acidic solution).
   - **Product:** This typically results in the hydration of the alkyne to form a ketone through keto-enol tautomerism.

3. **Reaction 3:**
   - **Reactant:** Iodobenzene.
   - **Reagent:** Lithium diethylcuprate (\((CH₃)₂CuLi\)) in ether.
   - **Product:** This is a Gilman reagent reaction, which substitutes the iodine with an ethyl group, forming ethylbenzene.

4. **Reaction 4:**
   - **Reactant:** An alkyne with a phenyl group.
   - **Reagent:** Hydrogen gas (H₂) in the presence of Lindlar's catalyst.
   - **Product:** This results in syn-addition of hydrogen to form a cis-alkene, specifically cis-stilbene.

Each product is represented by an empty box, indicating the position for the structure of the resulting chemical compound.
Transcribed Image Text:### Organic Chemistry Reactions This diagram outlines several organic chemistry reactions, each with a specific reactant, reagent, and resulting product, as detailed below: 1. **Reaction 1:** - **Reactant:** An alkyne with a terminal propyl group. - **Reagent:** 1 equivalent of chlorine gas (Cl₂). - **Product:** The product likely features a dihalide addition, resulting in a chlorinated alkene or geminal dihalide. 2. **Reaction 2:** - **Reactant:** An alkyne with a linear butyl group. - **Reagent:** H₃O⁺/HgSO₄ (mercuric sulfate in acidic solution). - **Product:** This typically results in the hydration of the alkyne to form a ketone through keto-enol tautomerism. 3. **Reaction 3:** - **Reactant:** Iodobenzene. - **Reagent:** Lithium diethylcuprate (\((CH₃)₂CuLi\)) in ether. - **Product:** This is a Gilman reagent reaction, which substitutes the iodine with an ethyl group, forming ethylbenzene. 4. **Reaction 4:** - **Reactant:** An alkyne with a phenyl group. - **Reagent:** Hydrogen gas (H₂) in the presence of Lindlar's catalyst. - **Product:** This results in syn-addition of hydrogen to form a cis-alkene, specifically cis-stilbene. Each product is represented by an empty box, indicating the position for the structure of the resulting chemical compound.
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