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a) Write S(N)1 mechanism for the hydroly...

a) Write `S_(N)1` mechanism for the hydrolysis of 2-Bromo-2-methyl propane. Why are `S_(N)1` reactions generally carried in polar protic solvents? 

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`SN^(1)` mechanism follows first order kinetics
`underset("2 - Bromo -2 methyl propane")(CH_(3)-overset(CH_(3))overset("|  ")underset(CH_(3))underset("|  ")"C "-Br+NaOH)rarr underset("2 - metylpropan -2- ol")(CH_(3)-overset(CH_(3))overset("|  ")underset(CH_(3))underset("|  ")"C "-OH+NaBr)`
2-Bromo-2 methyl propane on hydrolysis with aqueous `NaOH` gives 2-metylpropan 2- o1
Mechanism `SN^(1)` mechanism involves two steps
I Step (Slow step)
Tertiary butyl bromide ionises slowly to given `SP^(2)` hybridised planar 2-methylpropane. cation

II Step (Slow step)
The nucleophile `OH^(-)` from aqueous NaOH attacks planar carbocation on either side to give (tertiary butyl alcohol) 2-Metylpropane cation

`3^(@)` Butyl alcohol obtained is a racemic mixture.
Protic solvents solvate halide ion and provide energy so generally carried in polar protic solvents.
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Write S_N1 mechanism for the hydrolysis of 2-Bromo-2-methyl propane. Why are S_N1 reactions generally carried in polar protic solvents?

Rate of S_(N^2) reaction is :

S_(N^1) and S_(N^2) reactions are

S_(N)1 reaction of alkyl halides leads to :

(a) Write the equations for the steps involved in the S_(N)1 mechanism of hydrolysis of 2-bromo 2 methyl propane. (b) (i) Name the product formed for the reaction of isopropyl iodide on alcoholic KOH. (ii) What is the condition to be satisfied for a compound to be chiral? (c) What is racemic mixtures?

Explain the mechanism of S_N1 reaction taking 2-bromo-2-methyl propane (t-butyl bromide)

S_(N)1 mechanism of alkyl halides is favoured by :

Knowledge Check

  • S_(N^1) reactions are

    A
    Stereoselective but not stereospecific
    B
    Stereoselective as well as stereospecific
    C
    Stereospecific but not stereoselective
    D
    Neither stereoselective nor stereospecific
  • S_(N)1 reaction of alkyl halides leads to :

    A
    retentionof configuration
    B
    racemisation
    C
    inversion of configuration
    D
    none of these
  • S_(N^1) reaction is favoured by

    A
    Polar solvents
    B
    More numbers of alkyl groups on the carbon attached to halogen
    C
    Low concentration of nucleophile
    D
    All the three.
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