Predict the products of each reaction below. Indicate regiochemistry and stereochemistry when relevant. H H V CH₂12 Zn(Cu), ether H₂C C=C CH3

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Question 8
### Predicting the Products of Organic Reactions

**Problem Statement:**

Predict the products of each reaction below. Indicate regiochemistry and stereochemistry when relevant.

**Reaction:**

\[ \text{H} \quad \text{H} \]
\[ \text{C} \equiv \text{C} + \text{CH}_2\text{I}_2 \rightarrow \quad \text{Zn(Cu), ether} \]
\[ \text{H}_3\text{C} \quad \text{CH}_3 \]

### Explanation:

**Reactants and Reagents:**

1. The starting molecule is 2-butyne with the molecular formula \( \text{C}_4\text{H}_6 \). The structure is as follows:
   \[ \text{H}_3\text{C}-\text{C} \equiv \text{C}-\text{CH}_3 \]
2. The reaction involves methylene iodide (\(\text{CH}_2\text{I}_2\)) and zinc-copper couple (Zn/Cu) in ether as the solvent.

**Reaction Mechanism:**

1. The reaction shown is the Simmons-Smith reaction, which converts alkenes (or alkynes in some cases) into cyclopropane derivatives using a carbenoid intermediate.
2. Here, the methylene iodide reacts with the zinc-copper couple to form the carbenoid (iodozincmethylene), which then adds to the triple bond of the alkyne.

**Product:**

The product of this reaction is trans-2,3-dimethylcyclopropane.

- The cyclopropanation of the alkyne will result in the formation of a three-membered ring with two methyl groups attached to the newly formed cyclopropane ring. The product can be represented as:
  
  \[ \text{H}_3\text{C}\text{-}\text{C}\text{-}\overset{\displaystyle\sf II}{\text{CH}_2} \text{-}\overset{-\displaystyle{\sf II}}{\text{C}}\text{-}\text{CH}_3 \]

**Regiochemistry and Stereochemistry:**

- The reaction maintains the stereochemistry of the starting alkyne if specificity is maintained.
- The formed cyclopropane ring will have the
Transcribed Image Text:### Predicting the Products of Organic Reactions **Problem Statement:** Predict the products of each reaction below. Indicate regiochemistry and stereochemistry when relevant. **Reaction:** \[ \text{H} \quad \text{H} \] \[ \text{C} \equiv \text{C} + \text{CH}_2\text{I}_2 \rightarrow \quad \text{Zn(Cu), ether} \] \[ \text{H}_3\text{C} \quad \text{CH}_3 \] ### Explanation: **Reactants and Reagents:** 1. The starting molecule is 2-butyne with the molecular formula \( \text{C}_4\text{H}_6 \). The structure is as follows: \[ \text{H}_3\text{C}-\text{C} \equiv \text{C}-\text{CH}_3 \] 2. The reaction involves methylene iodide (\(\text{CH}_2\text{I}_2\)) and zinc-copper couple (Zn/Cu) in ether as the solvent. **Reaction Mechanism:** 1. The reaction shown is the Simmons-Smith reaction, which converts alkenes (or alkynes in some cases) into cyclopropane derivatives using a carbenoid intermediate. 2. Here, the methylene iodide reacts with the zinc-copper couple to form the carbenoid (iodozincmethylene), which then adds to the triple bond of the alkyne. **Product:** The product of this reaction is trans-2,3-dimethylcyclopropane. - The cyclopropanation of the alkyne will result in the formation of a three-membered ring with two methyl groups attached to the newly formed cyclopropane ring. The product can be represented as: \[ \text{H}_3\text{C}\text{-}\text{C}\text{-}\overset{\displaystyle\sf II}{\text{CH}_2} \text{-}\overset{-\displaystyle{\sf II}}{\text{C}}\text{-}\text{CH}_3 \] **Regiochemistry and Stereochemistry:** - The reaction maintains the stereochemistry of the starting alkyne if specificity is maintained. - The formed cyclopropane ring will have the
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