Questions: Draw the major elimination and substitution products formed in this reaction. Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicable. Ignore any inorganic byproducts.

Draw the major elimination and substitution products formed in this reaction.

Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicable. Ignore any inorganic byproducts.

Transcript text: Draw the major elimination and substitution products formed in this reaction. Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicable. Ignore any inorganic byproducts.

Solution

Solution Steps

Step 1: Identify the Reaction Type

The given reaction involves a cyclohexane ring with a bromine substituent and a methyl group. The reagents are water (H₂O) and heat, suggesting a nucleophilic substitution (SN1) and elimination (E1) reaction.

Step 2: Determine the Major Substitution Product

In an SN1 reaction, the bromine (Br) leaves, forming a carbocation intermediate. Water (H₂O) then acts as a nucleophile, attacking the carbocation to form the major substitution product.

Step 3: Determine the Major Elimination Product

In an E1 reaction, the bromine (Br) leaves, forming a carbocation intermediate. A proton (H⁺) is then removed from a β-carbon, leading to the formation of a double bond (alkene) in the major elimination product.

Final Answer

Major Substitution Product:

The major substitution product is formed by replacing the bromine with a hydroxyl group (OH) at the same carbon.

Major Elimination Product:

The major elimination product is formed by removing a proton from the β-carbon, resulting in a double bond between the α and β carbons.

Here are the structures of the products:

Substitution Product:

      OH
       |
    /-----\\
   |       |
   |       |
   |       |
   |       |
    \\-----/
       |
      CH3

Elimination Product:

    /-----\\
   |       |
   |       |
   |       |
   |       |
    \\-----/
       ||
      CH3

In the elimination product, the double bond is formed between the carbon that originally had the bromine and the adjacent carbon.

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