The oxymercuration-demercuration procedure can be successfully employed for synthesis of deuterated derivatives,by using NaBD₄ instead of NaBH₄ in the second step.What product would you expect from the following reaction? A)I B)II C)III D)IV

Question

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In the first step, HBr adds across the double bond leading to the formation of a Markovnikov alkyl bromide intermediate. In the second step, oxymercuration of the intermediate with Hg(OAc)2 and NaBD₄ leads to the formation of a deuterated alcohol with anti-Markovnikov orientation. Among the given options, only option C shows the correct deuterated anti-Markovnikov alcohol product.

The Oxymercuration-Demercuration Procedure Can Be Successfully Employed for Synthesis of Deuterated