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Haloalkanes and Haloarenes Test - 32

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Haloalkanes and Haloarenes Test - 32
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  • Question 1
    1 / -0
    The first steps of $${SN}^{1}$$ and $${SN}^{2}$$ reactions are, respectively:
    Solution
    In $${SN}_{2}$$, there is only one step, and it is exothermic. But in $${SN}_{1}$$ there are two steps first step; is endothermic and second step is exothermic.

  • Question 2
    1 / -0
    Which one of the following compounds gives $${S_N}{1}, {S_N}{2}$$ and $${S_N}{2'}$$ mechanisms?
    Solution
    Allyl halides undergo $${SN}^{1}, {SN}^{2}$$ and $${SN}^{2'}$$
  • Question 3
    1 / -0
    Nitration of xylene gives only one mono-nitro derivative. Which xylene is it?
    Solution
    Nitration of para xylene gives only one mono-nitro derivative. 
    Nitration of ortho xylene gives two mono-nitro derivative. 
    Nitration of meta xylene gives three mono-nitro derivative. 

  • Question 4
    1 / -0
    By which mechanism does the above reaction proceed?

    Solution
    If the reaction proceeds by $$E_1$$ mechanism, then the breaking of $$C-H$$ and $$C-D$$ bonds is not involved in the slow step (or rate determining effect). Based on this both products $$\displaystyle  CH_2=CH-CD_3$$ and $$\displaystyle CH_3-CH=CD_2 $$ are expected. However only $$\displaystyle  CH_2=CH-CD_3$$ is obtained. This indicates that breaking of $$C-H$$ bond (which is faster than breaking of $$C-D$$ bond) is involved in the mechanism along-with breaking of $$C-Br$$ bond. This indicates $$E_2$$ mechanism for elimination.
  • Question 5
    1 / -0
    The chemical reaction:
    $${ \left( { CH }_{ 3 } \right)  }_{ 3 } CBr \xrightarrow [ { -H }_{ 2 }O,-KBr ]{ KOH(alc.) }  { \left( { CH }_{ 3 } \right)  }_{ 2 }C={CH}_{2}$$ is an example of:
  • Question 6
    1 / -0
    $${C}_{3}{H}_{7}Cl \xrightarrow [  ]{ KOH(alc.) }  (A) \xrightarrow [ 770K ]{ { Cl }_{ 2 }(g) }  (X)$$. $$(X)$$ can be:
    Solution
    $$(A)\Rightarrow {CH}_{3}-CH={CH}_{2}$$
    $$(X)\Rightarrow$$ Allylic chlorination
    $$Cl-{CH}_{2}-CH={CH}_{2}$$
    Allyl chloride
  • Question 7
    1 / -0
    $$\underset { Specific\quad rotaion=+{ 50 }^{ o } }{ Ph-CH(OH){ CH }_{ 3 } } \xrightarrow [  ]{ SO{ Cl }_{ 2 } } \quad \underset { |\\ Cl }{ PhCl } -{ CH }_{ 3 }$$
    Which of the following mechanisms does the reaction proceed?
    Solution
    The reaction proceeds through $$SN^1$$ mechanism. The $$-OH$$ group of optically active substrate is replaced with $$-Cl$$ atom to form racemic mixture as the specific rotation of substrate is mentioned but that of product is not mentioned.
  • Question 8
    1 / -0
    Ethanol $$\xrightarrow [  ]{ { P }_{ 4 }/{ I }_{ 2 } }  (X) \xrightarrow [ (ii)HBr ]{ (i)KOH(alc.) }  (Y)$$
    In this sequence of reaction , $$(Y)$$ is:
    Solution
    In first step ethyl alcohol reacts with iodine and undergoes substitution reaction to form ethyl iodide. The ethyl iodide reacts with alcoholic KOH and undergoes elimination reaction to form ethylene which further reacts with HBr to form ethyl bromide.

  • Question 9
    1 / -0
    $${C}_{6}{H}_{5}Cl \xrightarrow [ 625K, \ 300atm ]{ NaOH(aq.) } $$ 
    The product can be:
    Solution
    $$PhCl\xrightarrow [ High\:temp.\: and\:pressure ]{ NaOH } \: \underset { Sodium\:Phenate }{ PhONa } $$
  • Question 10
    1 / -0
    Which of the following is called Westron?
    Solution
    $$CH\equiv CH+2{Cl}_{2}\xrightarrow [  ]{ C{ Cl }_{ 4 } }  \underset { Westron\: or\\ 1,1,2,2-Tetrachloro\: ethane\: or\\ Acetylene\: tetrachloride }{ C{ l }_{ 2 }-CH-CH-C{ l }_{ 2 } } $$
    Westron is used as industrial solvent for rubber, fats and varnishes. It has some insecticidal action.
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