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what is oxymercuric reaction?

Asked by imtiyazmulla68 22nd March 2018, 8:31 PM
Answered by Expert
Answer:
OxymercurationInvolves an electrophilic attack on the double bond by the positively charged mercury species.
The product is a mercurinium ion, an organometallic cation containing a three-membered ring.
With mercuric acetate, the product is 3-methyl-2-butanol (Markonikov’s addition with no rearrangement,oxymercuration-demercuration reaction)
 
 
Mercuration commonly takes place in a solution containing water and an organic solvent to dissolve the alkene.
The attack on the mercurinium ion by water gives (after deprotonation) an organomercurial alcohol.
 
 
The second step is demercuration, to form the alcohol. (Sodium borohydride NaBH4, a reducing agent replaces the mercuric acetate with hydrogen)
Answered by Expert 23rd March 2018, 9:55 AM
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