Full Answer
How is oxymercuration similar to hydrogenation?
Oxymercuration-demercuration is similar to hydrogenation of alkenes because the same product is obtained. The only difference is in the transient state. In hydrogenation, hydrogen is simultaneously added to the double bond of an alkene by forming an intermediate – carbocation, which is subject to rearrangement.
What is the reaction sequence in which mercuric acetate acts as the reagent?
Oxymercuration (H 2 O) Definition: Oxymercuration-demercuration is the reaction sequence in which mercuric acetate acts as the reagent. In the first step (oxy mercuration ), treatment of an alkene with this species in the presence of water leads to the corresponding addition product.
What is the name of the ion that attacks a mercuric cation?
When a π bond attacks mercuric cation electrons interact with the nearby positive charge to form a bridge. This intermediate is called mercurinium ion.
What is the process of removing mercury from the ion?
After an attack of the nucleophile, the mercury can be removed through a process called demercuration, which can be accomplished with sodium borohydride.
What is the reaction called when a mercuric salt is added to an alkene?
And the overall reaction is called oxymercuration-demercuration.
What is the mechanism of oxymercuration?
Mechanism of Oxymercuration-Demercuration. 1. The mercury reagent initially dissociates to give an acetate ion and a cation mercury species . 2. This mercury cation then attacks an alkene double bond, furnishing a mercurinium ion. 3.
What is the reaction between mercuric salt and alcohol?
Oxymercuration (ROH) Definition: Oxymercuration-demercuration is the reaction when alkene treated with mercuric salt [Hg (OAc) 2] and alcohol [ROH], and ether is formed.