What is the major product of the following reaction? CH3 CH3 1) O3 2) (CH3),S CH3 CH3 H H CH3 CH3 H CH3 ČH3 CH3 CH3 H

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**Question 36**

**What is the major product of the following reaction?**

The reaction involves a cyclic alkene, specifically a substituted cyclohexene, undergoing ozonolysis. The reagents listed are:

1) O₃ (ozone)
2) (CH₃)₂S (dimethyl sulfide)

The aim is to determine the major product produced from this reaction.

**Reaction Scheme:**

- The starting material is a cyclohexene with a methyl group attached.
- Ozonolysis followed by reductive workup is applied.

**Options for the major product:**

1. A straight-chain carbonyl compound where the methyl group is at the second carbon and the other end of the molecule has an aldehyde group.
  
2. A straight-chain carbonyl compound where an aldehyde group is present at the second carbon and a methyl group ends the chain.

3. A similar structure to option 2 but with the configuration of the methyl group as a solid wedge indicating the stereochemistry.

4. A straight-chain carbonyl compound similar to option 1 with stereochemistry shown by the solid wedge.

This question assesses understanding of the cleavage of the alkene and subsequent oxidation-reduction steps in ozonolysis.
Transcribed Image Text:**Question 36** **What is the major product of the following reaction?** The reaction involves a cyclic alkene, specifically a substituted cyclohexene, undergoing ozonolysis. The reagents listed are: 1) O₃ (ozone) 2) (CH₃)₂S (dimethyl sulfide) The aim is to determine the major product produced from this reaction. **Reaction Scheme:** - The starting material is a cyclohexene with a methyl group attached. - Ozonolysis followed by reductive workup is applied. **Options for the major product:** 1. A straight-chain carbonyl compound where the methyl group is at the second carbon and the other end of the molecule has an aldehyde group. 2. A straight-chain carbonyl compound where an aldehyde group is present at the second carbon and a methyl group ends the chain. 3. A similar structure to option 2 but with the configuration of the methyl group as a solid wedge indicating the stereochemistry. 4. A straight-chain carbonyl compound similar to option 1 with stereochemistry shown by the solid wedge. This question assesses understanding of the cleavage of the alkene and subsequent oxidation-reduction steps in ozonolysis.
**Question 36:**

**Problem Statement:**

What is the major product of the following reaction?

![Chemical Reaction](diagram_placeholder)

- The reactant is a cyclohexene with two methyl groups: one methyl group is attached at the fourth position with a wedged bond, and the other methyl group is attached at the first position with a plain bond.
- The reaction involves ozonolysis with reagents:
  1) O₃
  2) (CH₃)₂S

**Answer Options:**

1. **Option A:**
   - Produces a linear carbon chain with six carbon atoms.
   - The compound contains two carbonyl groups (C=O).
   - The first carbonyl group is at the second carbon, attached to a methyl group at the stereocenter.
   - The second carbonyl group is at the sixth carbon.

2. **Option B:**
   - Produces a linear carbon chain with six carbon atoms.
   - Contains two carbonyl groups.
   - The first carbonyl group is at the first carbon, attached to a hydrogen at the stereocenter.
   - The second carbonyl group is at the fifth carbon, attached to a methyl group at the stereocenter.

3. **Option C:**
   - Produces a linear carbon chain with six carbon atoms.
   - Contains two carbonyl groups.
   - The first carbonyl group is at the first carbon, attached to a hydrogen at the stereocenter.
   - The second carbonyl group is at the sixth carbon, attached to a methyl group at the stereocenter.

4. **Option D:**
   - Produces a linear carbon chain with five carbon atoms.
   - Contains two carbonyl groups.
   - The first carbonyl group is at the second carbon, attached to a methyl group at the stereocenter.
   - The second carbonyl group is at the fifth carbon.

**Analysis:**

The reaction is ozonolysis followed by reductive workup. Ozonolysis of alkenes typically cleaves the double bond and forms two carbonyl compounds. When a reductive workup (e.g., with dimethyl sulfide) is used, it prevents further oxidation to carboxylic acids.

Considering this, analyze the structure provided to predict the major product of the reaction.
Transcribed Image Text:**Question 36:** **Problem Statement:** What is the major product of the following reaction? ![Chemical Reaction](diagram_placeholder) - The reactant is a cyclohexene with two methyl groups: one methyl group is attached at the fourth position with a wedged bond, and the other methyl group is attached at the first position with a plain bond. - The reaction involves ozonolysis with reagents: 1) O₃ 2) (CH₃)₂S **Answer Options:** 1. **Option A:** - Produces a linear carbon chain with six carbon atoms. - The compound contains two carbonyl groups (C=O). - The first carbonyl group is at the second carbon, attached to a methyl group at the stereocenter. - The second carbonyl group is at the sixth carbon. 2. **Option B:** - Produces a linear carbon chain with six carbon atoms. - Contains two carbonyl groups. - The first carbonyl group is at the first carbon, attached to a hydrogen at the stereocenter. - The second carbonyl group is at the fifth carbon, attached to a methyl group at the stereocenter. 3. **Option C:** - Produces a linear carbon chain with six carbon atoms. - Contains two carbonyl groups. - The first carbonyl group is at the first carbon, attached to a hydrogen at the stereocenter. - The second carbonyl group is at the sixth carbon, attached to a methyl group at the stereocenter. 4. **Option D:** - Produces a linear carbon chain with five carbon atoms. - Contains two carbonyl groups. - The first carbonyl group is at the second carbon, attached to a methyl group at the stereocenter. - The second carbonyl group is at the fifth carbon. **Analysis:** The reaction is ozonolysis followed by reductive workup. Ozonolysis of alkenes typically cleaves the double bond and forms two carbonyl compounds. When a reductive workup (e.g., with dimethyl sulfide) is used, it prevents further oxidation to carboxylic acids. Considering this, analyze the structure provided to predict the major product of the reaction.
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