Predict the major, organic product of the following reaction.

• A.
• B.
• C.
• D.

Answer: (A)

Verified step by step guidance

1. Identify the type of reaction: The reaction involves a cyclohexyl chloride and sodium methanethiolate (NaSCH3) in tetrahydrofuran (THF). This is a nucleophilic substitution reaction.
2. Determine the mechanism: Since the substrate is a secondary alkyl halide and the nucleophile is a strong nucleophile, the reaction is likely to proceed via an SN2 mechanism.
3. Consider stereochemistry: In an SN2 reaction, the nucleophile attacks the electrophilic carbon from the side opposite to the leaving group, leading to an inversion of configuration at the carbon center.
4. Predict the product: The chlorine atom will be replaced by the SCH3 group, and due to the inversion of configuration, the stereochemistry at the carbon center will be inverted.
5. Analyze the options: Based on the inversion of configuration, the correct product will be the one where the SCH3 group is on the opposite side of the original Cl group, resulting in a specific stereoisomer.