What is the major organic product of the following reaction sequence? 1) NaNH2, liq. NH3, THF 2) I(CH2)4CME3 H =

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Organic Chemistry Study guide questions i struggled to understand. These are based off an upcoming exam and i have been struggling to understand it. (exam date oct 8th)

**Question:** 

What is the major organic product of the following reaction sequence?
   
**Reaction Conditions:**
1) NaNH₂, liq. NH₃, THF  
2) I(CH₂)₄CMe₃

**Structures and Options:**

- The starting material is a compound featuring an alkyne group and an ethene group, with terminal hydrogen atoms represented.

**Options for the Major Organic Product:**

1. **Option A:**  
   - Structure: This compound has an extended carbon chain with an alkyne and an alkene group, and a t-butyl group attached. The stereochemistry is depicted, showing a wedge on the terminal carbon indicating a 3D orientation.

2. **Option B:**  
   - Structure: This compound has a cyclohexane ring, a t-butyl group, with an alkyne linkage extending from the ring. The terminal hydrogen on the alkene shows stereochemistry in the 3D orientation.

3. **Option C:**  
   - Structure: This compound features a longer carbon chain with multiple substituents. It includes an internal alkyne, an alkene, and a t-butyl group. The stereochemistry is indicated by a wedge.

4. **Option D:**  
   - Structure: Here, the compound also comprises a long carbon chain with an alkyne group located internally, an adjacent alkene, and a t-butyl group connected to the end of the chain. The stereochemistry is similarly shown by a wedge.

**Explanation:**

The options display variations in connectivity and stereochemistry, testing understanding of reaction mechanisms, regioselectivity, and stereochemical outcomes. The reaction involves an alkyne deprotonation followed by alkylation, likely altering the position of substituents and influencing stereochemistry. Understanding these transformations is crucial in predicting the major product.
Transcribed Image Text:**Question:** What is the major organic product of the following reaction sequence? **Reaction Conditions:** 1) NaNH₂, liq. NH₃, THF 2) I(CH₂)₄CMe₃ **Structures and Options:** - The starting material is a compound featuring an alkyne group and an ethene group, with terminal hydrogen atoms represented. **Options for the Major Organic Product:** 1. **Option A:** - Structure: This compound has an extended carbon chain with an alkyne and an alkene group, and a t-butyl group attached. The stereochemistry is depicted, showing a wedge on the terminal carbon indicating a 3D orientation. 2. **Option B:** - Structure: This compound has a cyclohexane ring, a t-butyl group, with an alkyne linkage extending from the ring. The terminal hydrogen on the alkene shows stereochemistry in the 3D orientation. 3. **Option C:** - Structure: This compound features a longer carbon chain with multiple substituents. It includes an internal alkyne, an alkene, and a t-butyl group. The stereochemistry is indicated by a wedge. 4. **Option D:** - Structure: Here, the compound also comprises a long carbon chain with an alkyne group located internally, an adjacent alkene, and a t-butyl group connected to the end of the chain. The stereochemistry is similarly shown by a wedge. **Explanation:** The options display variations in connectivity and stereochemistry, testing understanding of reaction mechanisms, regioselectivity, and stereochemical outcomes. The reaction involves an alkyne deprotonation followed by alkylation, likely altering the position of substituents and influencing stereochemistry. Understanding these transformations is crucial in predicting the major product.
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