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HaloAlkanes & HaloArenes Test - 2

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HaloAlkanes & HaloArenes Test - 2
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  • Question 1
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    Directions For Questions

    Reaction of a compound with a solvent is generally referred to as a solvolysis. Tert - Butyl bromide is solvolysed under two different conditions.

    Reaction-I: Tert- Butyl bromide is refluxed with ethanol containing a small amount of sodium ethoxide. The reaction was exceedingly rapid with a half life of only a few minutes and resulted into two products A (an ether) and B(C4H8). The rate of this reaction is given by the expression
    rate = k1[tert-BuBr] + k2 [tert-BuBr] [C2H5O-]

    Reaction-II: Tert-butyl bromide is refluxed with a mixture of solvents containing 70% ethanol and 30% water.

    ...view full instructions

    The two rate constants k1and k2 respectively for the first reaction represents

    Solution

    The given rate expression indicates that the reactions corresponding to k1 and k2 are uni-molecular and bimolecular respectively. Further the product A (an ether) corresponds to substitution reaction, it should be SN1 while the product B(an alkene) corresponds to elimination reaction, it should be E2.

     

  • Question 2
    1 / -0

    Directions For Questions

    Reaction of a compound with a solvent is generally referred to as a solvolysis. Tert - Butyl bromide is solvolysed under two different conditions.

    Reaction-I: Tert- Butyl bromide is refluxed with ethanol containing a small amount of sodium ethoxide. The reaction was exceedingly rapid with a half life of only a few minutes and resulted into two products A (an ether) and B(C4H8). The rate of this reaction is given by the expression
    rate = k1[tert-BuBr] + k2 [tert-BuBr] [C2H5O-]

    Reaction-II: Tert-butyl bromide is refluxed with a mixture of solvents containing 70% ethanol and 30% water.

    ...view full instructions

    In the second reaction, which of the three products would be formed in maximum and the minimum amount respectively?

    Solution

    Remember that E2 reactions are favored when either of the reactants (substrate and nucleophile) are bulky, nucleophiles are strongly basic, solvent is less polar and high temperature. For a particular alkyl halide, substitution reactions are favored by nucleophiles which are weak bases (H2O, C2H5OH, etc.), while elimination reactions are favoured by strongbases like OH-,OC2H5- and using high temperatures.
    Further water is less sterically hindered nucleophile than C2H5OH, so relative amount of the there products will be Me3COH > Me3COC2 H5 > Me2C = CH2

    The correct answer is: (CH3) 3COH , (CH3)2C = CH2

     

  • Question 3
    1 / -0

    Directions For Questions

    Reaction of a compound with a solvent is generally referred to as a solvolysis. Tert - Butyl bromide is solvolysed under two different conditions.

    Reaction-I: Tert- Butyl bromide is refluxed with ethanol containing a small amount of sodium ethoxide. The reaction was exceedingly rapid with a half life of only a few minutes and resulted into two products A (an ether) and B(C4H8). The rate of this reaction is given by the expression
    rate = k1[tert-BuBr] + k2 [tert-BuBr] [C2H5O-]

    Reaction-II: Tert-butyl bromide is refluxed with a mixture of solvents containing 70% ethanol and 30% water.

    ...view full instructions

    Select the correct order for the decreasing rate of solvolysis?

    Solution

    Better the leaving group, easier is the solvolysis as well as elimination reaction. Leaving ability of the four halides is:F > Br- > Cl- > F-.

    The correct answer is: tert-BuI > tert-BuBr > tert-BuCl

  • Question 4
    1 / -0

    Statement-1: Hydroxyketones are not directly used in Grignard reaction.

    Statement-2: Grignard reagents react with hydroxyl group

    Solution

    Statement-2 correctly explains Statement-1.

    The correct answer is: Both Statement-1 and Statement-2 are true and Statement-2 is the correct explanation of Statement-1.

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