1. O3 2. (CH3)2S, DMS II IV I and II O IV and V O I only II only O II only

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**Question:**

Provide the expected *major* organic product of the reaction sequence shown.

**Reaction Sequence:**

1. O<sub>3</sub>
2. (CH<sub>3</sub>)<sub>2</sub>S, DMS

**Starting Molecule:**

A linear molecule with a carbon-carbon double bond in the middle and methyl groups (CH<sub>3</sub>) at both ends.

**Products:**

- **I:** A molecule with a terminal carbonyl group (an acetone structure, CH<sub>3</sub>COCH<sub>3</sub>).
- **II:** A molecule with a carbonyl group followed by a methyl group on each side.
- **III:** A molecule with a carbonyl group and two carbon atoms.
- **IV:** A molecule with a carbonyl group, followed by a chain of three carbon atoms.
- **V:** A molecule with a carbonyl group and another methyl group attached to the beta carbon.

**Answer Choices:**

- ∘ I and II
- ∘ IV and V
- ∘ I only
- ∘ II only
- ∘ III only

**Explanation:**

The problem involves ozonolysis of an alkene followed by reductive workup using dimethyl sulfide (DMS). This reaction cleaves the double bond and forms carbonyl compounds (aldehydes or ketones) from each half of the alkene. The task is to predict the correct products formed from this reaction sequence.
Transcribed Image Text:**Question:** Provide the expected *major* organic product of the reaction sequence shown. **Reaction Sequence:** 1. O<sub>3</sub> 2. (CH<sub>3</sub>)<sub>2</sub>S, DMS **Starting Molecule:** A linear molecule with a carbon-carbon double bond in the middle and methyl groups (CH<sub>3</sub>) at both ends. **Products:** - **I:** A molecule with a terminal carbonyl group (an acetone structure, CH<sub>3</sub>COCH<sub>3</sub>). - **II:** A molecule with a carbonyl group followed by a methyl group on each side. - **III:** A molecule with a carbonyl group and two carbon atoms. - **IV:** A molecule with a carbonyl group, followed by a chain of three carbon atoms. - **V:** A molecule with a carbonyl group and another methyl group attached to the beta carbon. **Answer Choices:** - ∘ I and II - ∘ IV and V - ∘ I only - ∘ II only - ∘ III only **Explanation:** The problem involves ozonolysis of an alkene followed by reductive workup using dimethyl sulfide (DMS). This reaction cleaves the double bond and forms carbonyl compounds (aldehydes or ketones) from each half of the alkene. The task is to predict the correct products formed from this reaction sequence.
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