4. Which stereoisomer is the major product for the following reaction? Fill in the missing brackets with the key intermediate/transition state that leads to the preferred stereoisomer. Briefly explain (one sentence or bullet point) your selection. Br₂ key intermediate Br Br Br && or Br

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**Problem 4:**

Which stereoisomer is the major product for the following reaction? Fill in the missing brackets with the key intermediate/transition state that leads to the preferred stereoisomer. Briefly explain (one sentence or bullet point) your selection.

**Reaction Details:**

- **Starting Material:** Cyclohexene with a methyl group.
- **Reagent:** Br₂ (bromine).
- **Intermediate:** A proposed bromonium ion.

**Stereoisomers:**

- **Option 1:** Both bromine atoms are oriented above the plane (cis configuration).
- **Option 2:** The bromine atoms have opposite orientations (trans configuration).

**Key Intermediate:**

The reaction likely involves a cyclic bromonium ion intermediate, characterized by a three-membered ring where bromine acts as a bridge between two carbon atoms.

**Explanation:**

- The trans configuration is often favored due to stereoelectronic effects, leading to less steric hindrance compared to the cis configuration. Thus, the more stable transition state usually results in a trans product.
Transcribed Image Text:**Problem 4:** Which stereoisomer is the major product for the following reaction? Fill in the missing brackets with the key intermediate/transition state that leads to the preferred stereoisomer. Briefly explain (one sentence or bullet point) your selection. **Reaction Details:** - **Starting Material:** Cyclohexene with a methyl group. - **Reagent:** Br₂ (bromine). - **Intermediate:** A proposed bromonium ion. **Stereoisomers:** - **Option 1:** Both bromine atoms are oriented above the plane (cis configuration). - **Option 2:** The bromine atoms have opposite orientations (trans configuration). **Key Intermediate:** The reaction likely involves a cyclic bromonium ion intermediate, characterized by a three-membered ring where bromine acts as a bridge between two carbon atoms. **Explanation:** - The trans configuration is often favored due to stereoelectronic effects, leading to less steric hindrance compared to the cis configuration. Thus, the more stable transition state usually results in a trans product.
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