Chemistry > Alcohols, Phenols and Ethers > 4.0 Preparation of Alcohol

  Alcohols, Phenols and Ethers
    1.0 Alcohols
    2.0 Classification of alcohols
    3.0 Physical properties of the alcohol
    3.0 Physical properties of the alcohols
    4.0 Preparation of Alcohol
    5.0 Grignard reagent
    6.0 Chemical properties of alcohols
    7.0 Tests for Alchols
    8.0 Ethers
    9.0 Chemical Properties of Ethers
    10.0 Aryl Ethers
    11.0 Epoxides
    12.0 Phenols
    13.0 Preparation of Phenol
    14.0 Physical Properties of Phenol
    15.0 Chemical properties of phenols

4.3 Oxymercuration Demercuration

Alkenes react with mercuric acetate in a mixture of water and tetrahydrofuran (THF) to produce (hydroxyalkyl) mercury compounds. These can be reduced to alcohols with sodium borohydride and water.

(a) Oxymercuration


(b) Demercuration

The net addition of $H—$ and $—OH$ takes place with Markovnikov regioselectivity and takes place without the complications of rearrangements.

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