Provide the full mechanism and draw the final product for the following reactions.

• A.
• B.
• C.
• D.

Answer: (D)

Verified step by step guidance

1. Identify the type of reaction: The presence of water (H₂O) suggests a nucleophilic substitution reaction, likely an SN1 or SN2 mechanism.
2. Analyze the substrate: The substrate is a secondary alkyl bromide, which can undergo either SN1 or SN2 reactions. The presence of a cyclohexane ring may influence the reaction pathway.
3. Consider the reaction conditions: Water is a polar protic solvent, which typically favors SN1 reactions due to its ability to stabilize carbocations.
4. Predict the mechanism: In an SN1 reaction, the bromine atom leaves first, forming a carbocation intermediate. Water then acts as a nucleophile, attacking the carbocation to form an alcohol.
5. Determine stereochemistry: SN1 reactions often lead to racemization due to the planar nature of the carbocation intermediate, resulting in a mixture of stereoisomers.