Macmillan Learning Organocuprates are organometallic reagents with the general formula R, CuLi. Predict the organic coupling product in the organocuprate reaction shown. Draw the product.

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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### Organocuprate Chemistry: Predicting Coupling Products

**Introduction:**
Organocuprates are organometallic reagents with the general formula R₂CuLi. They are used in organic chemistry for carbon-carbon bond formation through coupling reactions. 

**Reaction Overview:**

**Reagents:**
- **R₂CuLi (Organocuprate):** This is shown as a compound with a copper (Cu) center bonded to two alkenyl groups and a lithium cation (Li⁺).
- **An Alkyl Halide (1-Bromohexane):** The molecule includes a hexane chain with a terminating bromine (Br) atom.

**Reaction:**
- The organocuprate reacts with the alkyl halide in a coupling reaction, resulting in the formation of a new carbon-carbon bond.

**Task:**
Predict the organic coupling product in the reaction shown.

**Diagram Explanation:**
- The left side of the reaction illustrates the reactants: the organocuprate (with two vinyl groups) and the alkyl halide (1-bromohexane).
- An arrow indicates the transformation into the product.
- To the right, a skeletal structure showing the anticipated coupling product is depicted. This product should incorporate the two vinyl groups from the organocuprate and the alkyl chain originally attached to the bromine atom.

**Conclusion:**
Through this reaction, a new C-C bond is formed between one of the alkenyl groups from the organocuprate and the alkyl group from the halide, effectively extending the carbon skeleton and creating a longer carbon chain. Understanding these reactions is essential for mastering organic synthesis techniques.

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Transcribed Image Text:### Organocuprate Chemistry: Predicting Coupling Products **Introduction:** Organocuprates are organometallic reagents with the general formula R₂CuLi. They are used in organic chemistry for carbon-carbon bond formation through coupling reactions. **Reaction Overview:** **Reagents:** - **R₂CuLi (Organocuprate):** This is shown as a compound with a copper (Cu) center bonded to two alkenyl groups and a lithium cation (Li⁺). - **An Alkyl Halide (1-Bromohexane):** The molecule includes a hexane chain with a terminating bromine (Br) atom. **Reaction:** - The organocuprate reacts with the alkyl halide in a coupling reaction, resulting in the formation of a new carbon-carbon bond. **Task:** Predict the organic coupling product in the reaction shown. **Diagram Explanation:** - The left side of the reaction illustrates the reactants: the organocuprate (with two vinyl groups) and the alkyl halide (1-bromohexane). - An arrow indicates the transformation into the product. - To the right, a skeletal structure showing the anticipated coupling product is depicted. This product should incorporate the two vinyl groups from the organocuprate and the alkyl chain originally attached to the bromine atom. **Conclusion:** Through this reaction, a new C-C bond is formed between one of the alkenyl groups from the organocuprate and the alkyl group from the halide, effectively extending the carbon skeleton and creating a longer carbon chain. Understanding these reactions is essential for mastering organic synthesis techniques. --- Feel free to adapt or expand this content further as needed for your educational resource.
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