Question

Predict the final organic product of the reaction below.

You must include stereochemistry if it is relevant.

1. Hg(OAC)2, H2O, THF 2.NaBHA

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Answer #1

The above reaction is called Oxy-mercuration reaction. The addition of water will occur as an anti addition. The alkene will add mercuric acetate and forms a mercurinium ion. OH- will attck at more substituted side. The carbon-mercury bond is reduced by NaBH4 and hydrogen is substituted.  This reaction undergo Markonikov addition.

OAC Aco - HLAL од с (тон, он, FAC AgoAc NaBHA он он

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