Which compound (structure with letter) best fits the product of the following reaction? X÷ A Br B OH விக்கக $$$ D$$ from H Br E Br 03 L DMS OH Br M Br OH

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**Question:**

Which compound (structure with letter) best fits the product of the following reaction?

**Reaction:**

The reactant is a bicyclic compound subjected to ozonolysis using O3 followed by dimethyl sulfide (DMS) as the reductive workup.

**Structures (labeled A to M):**

- **A:** Contains a bromine atom on a bicyclic structure.
- **B:** Another brominated bicyclic compound.
- **C:** A bicyclic compound with an alcohol group.
- **D:** Bicyclic with a bromine and an alkene moiety.
- **E:** Similar to D with a different bromine position.
- **F:** Has both bromine and alcohol on a bicyclic framework.
- **G:** An epoxide bicyclic compound.
- **H:** Bicyclic structure with a single bond substitution.
- **I:** Bicyclic with bromine showing wedge stereochemistry.
- **J:** Shows both bromine and wedge stereochemistry.
- **K:** Plain bicyclic structure without substituents.
- **L:** Open-chain compound with two aldehyde groups.
- **M:** Similar to L but with a carboxylic acid group.

**Explanation:**

The reaction involves ozonolysis, which typically cleaves alkenes to form carbonyl groups. The presence of DMS suggests a reductive workup, indicating that any ozonides will be reduced to form aldehydes or ketones.

**Expected Product:**

Given the nature of ozonolysis, the expected product is likely to be similar to the structures labeled L or M, which feature open-chain carbonyl compounds.
Transcribed Image Text:**Question:** Which compound (structure with letter) best fits the product of the following reaction? **Reaction:** The reactant is a bicyclic compound subjected to ozonolysis using O3 followed by dimethyl sulfide (DMS) as the reductive workup. **Structures (labeled A to M):** - **A:** Contains a bromine atom on a bicyclic structure. - **B:** Another brominated bicyclic compound. - **C:** A bicyclic compound with an alcohol group. - **D:** Bicyclic with a bromine and an alkene moiety. - **E:** Similar to D with a different bromine position. - **F:** Has both bromine and alcohol on a bicyclic framework. - **G:** An epoxide bicyclic compound. - **H:** Bicyclic structure with a single bond substitution. - **I:** Bicyclic with bromine showing wedge stereochemistry. - **J:** Shows both bromine and wedge stereochemistry. - **K:** Plain bicyclic structure without substituents. - **L:** Open-chain compound with two aldehyde groups. - **M:** Similar to L but with a carboxylic acid group. **Explanation:** The reaction involves ozonolysis, which typically cleaves alkenes to form carbonyl groups. The presence of DMS suggests a reductive workup, indicating that any ozonides will be reduced to form aldehydes or ketones. **Expected Product:** Given the nature of ozonolysis, the expected product is likely to be similar to the structures labeled L or M, which feature open-chain carbonyl compounds.
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