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Question: Predict the major organic product of the following reaction sequence.–Free Chegg Question Answer

Predict the major organic product of the following reaction sequence.

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Answer:

Answer

Step-by-step

Step 1 of 2

Firstly, the reaction of the alkene with mercuric acetate and methanol takes place to give methoxymercurial compound as follows:

ОСН;
HgOAc
Hg(OAC)
MeOH
methoxymercurial compound

Explanation

The above reaction is oxymercuration reaction. Here, mercuric acetate acts as an electrophile and further the polar solvent such as methanol acts as nucleophile to give the methoxymercurial compound. The mechanism of oxymercuration is as follows:

Step 2 of 2

The final product is formed via reduction of methoxymercurial compound with sodium borohydride as shown below:

OCH
OCH
HgOAc
NaBH4
Olmos
methoxymercurial compound

The product of the reaction is as follows:

OCH;
1)Hg(OAc)2
MeOH
2) NaBH

Explanation

The above step is the demercuration step where the reductive cleavage of the C-Hg bond takes place to give C-H bond. the overall process is the methoxylation of alkene as per Markovnikov’s rule. The mechanism is as follows:

Answer

The product of the reaction is as follows:

OCH;
1)Hg(OAc)2
MeOH
2) NaBH


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