Predict the product of the following reaction.

• A.
• B.
• C.
• D.

Answer: (C)

Verified step by step guidance

1. Identify the type of reaction: The given reaction involves a secondary alkyl chloride and hydroxide ion (OH-), which suggests a nucleophilic substitution or elimination reaction.
2. Consider the mechanism: Hydroxide ion (OH-) is a strong base and a good nucleophile, which can lead to either substitution (SN2) or elimination (E2) reactions.
3. Evaluate the substrate: The substrate is a secondary alkyl chloride, which can undergo both SN2 and E2 reactions. However, with a strong base like OH-, E2 is more likely.
4. Predict the E2 elimination product: In an E2 reaction, the base abstracts a proton from a β-carbon, leading to the formation of a double bond. Identify the β-hydrogens and predict the most stable alkene product.
5. Consider Zaitsev's rule: The most substituted alkene is generally the major product in an E2 reaction. Therefore, predict the formation of the more substituted alkene as the major product.