Fundamentals of Organic ChemistryChemistryHaloalkanes and Haloarenes
Identify the product X in the following reaction:
Correct answer
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Step-by-step solution
The given reactant is tert-butylmagnesium bromide, which is a Grignard reagent ( R-MgX ). Grignard reagents are strong bases and react readily with compounds containing acidic hydrogen or deuterium, such as H₂O or D₂O , to form the corresponding alkane or deuterated alkane. In this reaction, the nucleophilic carbanion from the Grignard reagent abstracts a deuterium ion ( D^+ ) from heavy water ( D₂O ): (CH₃)₃C-MgBr + D₂O (CH₃)₃C-D + Mg(OD)Br Thus, the product X is 2-deuterio-2-methylpropane, (CH₃)₃C-D . Answer: