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Show how will you synthesie: i. 1-Phe...

Show how will you synthesie:
i. 1-Phenylethanol form a suitable alkene.
ii. Cyclohexylmethanol using an alkyl halide by `SN^(2)` reaction.
iii. Pentan-1-ol using a suitable alkyl halide.

Text Solution

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(i) Addition of `H_(2)O` to ethenylbenzene (or styrene) in presence of dil. `H_(2)SO_(4)` gives 1-phenylethanol.

(ii) Hydrolysis of cyclohexylmethyl bromide by aqueous NaOH gives cyclohexylmethanol

(iii) Hydrolysis of 1-bromopentane by aqueous `NaOH` gives pentan-1-ol.
`underset("1-Bromopentane")(CH_(3)CH_(2)CH_(2)CH_(2)CH_(2))-Br+NaOH(aq) underset(S_(N)2,"Hydrolysis")overset(Delta)to underset("Pentan-1-ol")(CH_(3)CH_(2)CH_(2)CH_(2)CH_(2))-OH+NaBr`
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Show how will you synthesise : (i) 1- phenylethanol from a suitable alkene, (ii) cyclohexylmethanol using an alkyl halide by an S_(N)2 reaction. (iii) pentan-1-ol using a suitable alkyl halide?

Correct reactivity order of alkyl halides towards SN2 reaction is

Knowledge Check

  • The order of reactivity of following alkyl halide in SN^(2) reaction is

    A
    `R-I gt R-Br gt R-Cl gt R-F`
    B
    `R-F gt R-Cl gt R-Br gt R-I`
    C
    `R-I gt R-CI gt R-Br gt R-F`
    D
    `R-I gt R-F gt R-Br gt R-CI`

  • The correct of reactivity of alkyl halides for S_(N^(1)) reaction is :

    A
    `RI gt RBr gt RCI gt RF`
    B
    `3^(@) gt 2^(@) gt 1^(@)`
    C
    `3^(@) lt 2^(@) lt 1^(@)`
    D
    `RF lt RCI gt RBr gt RI`

  • If alkyl halide is optically active SN^(1) reaction leads to,

    A
    racemisation
    B
    Walden inversion
    C
    retention
    D
    none of these

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    The alkyl halide that undergoes S_(N)1 reaction more readily is

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