Textbook Question
What is the major elimination product obtained from an E2 reaction of each of the following alkyl halides with hydroxide ion?
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9. Alkenes and Alkynes
Elimination and Zaitsev's Rule
Multiple Choice
Predict ALL of the products of the following reactions. Label them as either major or minor if necessary.
A
Major Product: 
Minor Product: 
B
Major Product:
Minor Product:
C
Major Product: 
Minor Product: 
D
Major Product:
Minor Product:
Verified step by step guidance1
Identify the type of reaction: The reaction involves an alkyl halide (2-chlorobutane) and a strong base (sodium ethoxide, NaOEt). This suggests an elimination reaction, likely E2, due to the strong base and secondary alkyl halide.
Determine the mechanism: In an E2 reaction, the base abstracts a proton from a β-carbon, and the leaving group (Cl) departs simultaneously, forming a double bond.
Identify possible β-hydrogens: In 2-chlorobutane, there are β-hydrogens on both the methyl and ethyl groups adjacent to the carbon bearing the chlorine.
Consider Zaitsev's rule: The major product in an elimination reaction is usually the more substituted alkene. Therefore, the base will likely abstract a hydrogen from the β-carbon that leads to the more substituted alkene.
Draw the major product: Removing a hydrogen from the β-carbon on the ethyl group will result in the formation of 2-butene, which is more substituted than 1-butene, making it the major product.
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