Draw the structure of the alkene that would yield the following carbonyl compounds when treated with ozone followed by dimethyl sulfide

General
1

draw the structure of the alkene that would yield the following carbonyl compounds when treated with ozone followed by dimethyl sulfide.

2

Draw the structure of the alkene that would yield the following carbonyl compounds when treated with ozone followed by dimethyl sulfide.

Answer: To determine the structure of the alkene that would yield specific carbonyl compounds upon ozonolysis followed by treatment with dimethyl sulfide, we need to understand the process of ozonolysis. Ozonolysis of alkenes cleaves the carbon-carbon double bond and forms carbonyl compounds (aldehydes or ketones) at the positions where the double bond was located.

Here’s a step-by-step method to deduce the alkene structure:

  1. Identify the Carbonyl Compounds: Determine the carbonyl compounds produced from the ozonolysis reaction. For this example, let’s assume the carbonyl compounds are formaldehyde (HCHO) and acetone (CH3COCH3).

  2. Reverse the Ozonolysis Reaction: To find the original alkene, we need to “reconnect” the carbonyl compounds at the positions where the double bond was cleaved.

    • Formaldehyde (HCHO) has the structure H–C=O.
    • Acetone (CH3COCH3) has the structure CH3–C(=O)–CH3.

  3. Combine the Carbonyl Compounds: Connect the carbon atoms of the carbonyl compounds by forming a double bond between them.

    • Formaldehyde (HCHO) contributes one carbon atom.
    • Acetone (CH3COCH3) contributes three carbon atoms.

  4. Construct the Alkene: Draw the structure of the alkene by combining the carbon atoms. The double bond will be placed between the carbon atoms that were originally part of the carbonyl groups.

The resulting alkene structure is as follows:

Alkene Structure:

\text{CH}_2=\text{C}(\text{CH}_3)_2

Explanation:

  • The formaldehyde (HCHO) provides the carbon atom for the -CH2- group.
  • The acetone (CH3COCH3) provides the carbon atoms for the -C(CH3)2- group.
  • The double bond is formed between the carbon atoms of these groups.

Therefore, the structure of the alkene that would yield formaldehyde and acetone when treated with ozone followed by dimethyl sulfide is 2-methylpropene (also known as isobutene).

Final Alkene Structure:

\text{CH}_2=\text{C}(\text{CH}_3)_2

This is the structure of 2-methylpropene (isobutene), which upon ozonolysis, would yield formaldehyde and acetone.