Question
Asked Oct 27, 2019

Explain and show oxymercuration-demercuration mechanism of trans-1,3-dimethylcyclohexene.

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Step 1

Oxymercuration-Demercuration is a reaction used to produce alcohols from alkenes. The reaction proceeds in a Markovnikov manner and is stereospecific (anti addition). The oxymercuration-demercuraton takes place on opposite faces of the double bond creating trans stereochemistry.

Step 2

The oxymercuration-demercuration of trans-1,3-dimethylcyclohexene can be written as:

Ha COad)
2
H2O
Trans-1,3-dumethyl
yelaherene
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Ha COad) 2 H2O Trans-1,3-dumethyl yelaherene

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Step 3

The mechanism can be given as:

Step 1: The pi electrons of the alkene form a bond to mercury while the lone pair on the mercury simultaneously bonds to the other vinyl carbon creating...

CH
OAc
OAC
OAC
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CH OAc OAC OAC

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