What is the mechanism of oxymercuration Demercuration reaction?

What is the mechanism of oxymercuration Demercuration reaction?

In an oxymercuration–demercuration reaction, an alkene is treated with mercury(II) acetate, Hg(OAc)2, and the product is treated with sodium borohydride. The net result is a Markovnikov addition product in which the OH group bonds to the more substituted carbon atom of the alkene.

What are the reagents for oxymercuration?

Oxymercuration is the reaction of an alkene with mercury(II) acetate in aqueous THF, followed by reduction with sodium borohydride. The final product is an alcohol.

How does nabh4 remove mercury?

The mercuric cation is a powerful electrophile and is subject to attack by a nucleophile, such as the π bond of an alkene. After an attack of the nucleophile, the mercury can be removed through a process called demercuration, which can be accomplished with sodium borohydride.

How many steps are in oxymercuration-Demercuration?

two step
Oxymercuration-Demercuration is a two step pathway used to produce alcohols.

Which of the following alkenes give same product in HBO oxymercuration-Demercuration and acid catalysed hydration?

Which of the following alkenes will give same product by any method out of hydration, hydroboration-oxidation and oxymercuration-demercuration? CH3CH=CHCH3 is symmetrical and gives same product by any of the given method adopted.

What is NaBH4 in Oxymercuration?

Sodium Borohydride For “Demercuration” (The Second Step Of Oxymercuration-Demercuration) NaBH4 also makes an appearance in the oxymercuration reaction. Specifially, NaBH4 is used in the second step of the reaction, to break the C-Hg bond and turn it into a C-H bond.

Does oxymercuration add syn or anti?

Stereochemically, oxymercuration is an anti addition. With 1-methyl-4-t-butylcyclohexene, oxymercuration yields only one product – still anti addition across the double bond – where water only attacks the more substituted carbon.