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Williamson synthesis

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Williamson ether synthesis
This is one of the best method for the preparation symmetrical and unsymmetrical ethers. In this method, sodium or potassium alkoxide is heated with an alkyl halide to form an ether.
`C_(2)H_(5)-X+C_(2)H_(5)overset(-)Ooverset(+)NararrC_(2)H_(5)OC_(2)H_(5)+NaX[X=Br,Cl]`
Mechanism
It involves nucleophilic attack of alkoxide ion on alkyl halide according to `S_(N)2` mechanism.
`undersetunderset("(alkoxide ion)")("Nucleophile")(H_(3)C-O^(-))+undersetunderset(("alkyl halide"))("Substrate")(CH_(3)-X)overset("Slow")rarr[CH_(3)-overset(delta-)O-CH_(3)....overset(delta-)(X)]CH_(3)-underset("Ether")overset(darr"Fast")O-CH_(3)+X^(-)`
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Illustrate with examples the limitations of the Williamson’s synthesis for the preparation of certain types of ethers.

Write the names of reagents and equation for the preparation of the following ethers by Williamson's synthesis : Ethoxy ethane

Knowledge Check

  • A suitable combination of reagents leading to the preparation of tert butyl ether in Williamson.s synthesis is :

    A
    B
    C
    D
    None of the above

  • A suitable combination of reagents leading to the preparation of tert butyl ether in Williamson's synthesis is :

    A
    B
    C
    D
    None of the above

  • a suitable combination of reagents leading to the preparation of tert butyl Methyl Ether in Williamson synthesis is:

    A
    B
    C
    D
    None of the above

    • Similar Questions

    Explore conceptually related problems

    Write the names of reagents and equation for the preparation of the following ethers by Williamson's synthesis : 1-methoxyethane

    Write the names of reagents and equation for the preparation of the following ethers by Williamson's synthesis : Ethoxy benzene

    Write the names of reagents and equation for the preparation of the following ethers by Williamson's synthesis : 1-propoxypropane

    Illustrate with examples the limitations of the Williamson's synthesis for the preparation of certain types of ethers.

    Write the reaction of Williamson's synthesis of 2-ethoxy-3-methyl pentane starting from ethanol and 3-methyl pentan-2-ol.

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