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In the Corey-House synthesis of alkanes, which of the following alkyl halides is NOT suitable for reHydrocarbons Chemistry Question

Question

In the Corey-House synthesis of alkanes, which of the following alkyl halides is NOT suitable for reaction with the lithium dialkyl cuprate (Gilman reagent) to form an alkane?

Answer: D

💡 Solution & Explanation

Corey-House synthesis involves reacting a lithium dialkyl cuprate ($R_2CuLi$) with an alkyl halide ($R'-X$). For a successful coupling reaction, the alkyl halide ($R'-X$) must be primary or methyl. If a tertiary alkyl halide like $(CH_3)_3CBr$ is used, the strongly basic cuprate reagent will primarily cause an elimination reaction (E2), forming an alkene instead of the desired coupling alkane.

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