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Haloalkanes and Haloarenes Test - 23

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Haloalkanes and Haloarenes Test - 23
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  • Question 1
    1 / -0
    The major product obtained in the following reaction is :

    Solution
    Alkene is the product as bulky hindered base and secondary alkyl bromide favors elimination over substitution.
    Hence, the option (A) is the correct answer.

  • Question 2
    1 / -0
    For the compounds  $$CH_3Cl, CH_3Br, CH_3I$$ and $$CH_3F$$, the correct order of increasing C-halogen bond length is:
    Solution
    $$C$$-halogen bond length totally depends on the electronegativity difference between Carbon and halogen. The more the difference is, the less is the bond length. The electronegativity order of halogens is $$I < Br < Cl < F$$. Hence, the correct order of increasing $$C$$-halogen bond length is $$CH_3F<CH_3Cl<CH_3Br<CH_3I$$.

    Hence, the correct option is $$(A)$$
  • Question 3
    1 / -0
    The major product obtained in the photo catalysed bromination of $$2$$-methylbutane is:
    Solution

    The major product obtained in the photo catalysed bromination of 2-methylbutane is 2-bromo-2-methylbutane.

    Hence, the correct option is $$\text{D}$$

  • Question 4
    1 / -0
    $$3-$$Methyl-pent$$-2-$$ene on reaction with $$HBr$$ in presence of peroxide forms an addition product. 

    The number of possible stereoisomers for the products:
    Solution

    $$3-Methyl-pent-2-ene$$ on reaction with $$HBr$$ in presence of $$peroxide$$ forms an addition product. 

    A molecule of $$HBr$$ is added to $$C=C$$ double bond. The addition follows anti-Markowikoff's rule. $$Br$$ is added to less substituted C atom. 

    The number of possible stereoisomers for the products is four.  The product has 2 chiral C atoms and is unsymmetrical. 

    Hence, 4 stereoisomers are possible.

  • Question 5
    1 / -0
    Which one of the following reagents is not suitable for the elimination reaction?

    Solution

    With $$NaI$$ substitution reaction will take place.

  • Question 6
    1 / -0
    The major product of the following reaction is :

    Solution
    When an  alkyl  bromide is treated with $$\ C_2H_5ONa/ C_2H_5-OH$$, it undergoes dehydrobromintion. A molecule of $$\displaystyle HBr$$ is eliminated and $$\displaystyle C=C$$ double bond is formed. In present example, $$ C=C$$ double bond is conjugated with aromatic ring. This leads to stability.

  • Question 7
    1 / -0
    The increasing order of the reactivity of the following halides for the $$S_{N}1$$ reaction is : 
    $$CH_3\underset{Cl}{\underset{|}{C}}HCH_2CH_3$$            $$CH_3CH_2CH_2Cl$$              $$p-H_3CO-C_6H_4-CH_2Cl$$
                    (I)                                           (II)                                               (III)
    Solution
    The increasing order of the reactivity of the halides for the SN1 reaction is $$\displaystyle
    (II)<(I)<(III)$$.
    $$\displaystyle (II)$$ is primary alkyl halide.
    $$\displaystyle (I)$$ is secondary alkyl halide.
    Primary alkyl halide is less reactive towards SN1 reaction than secondary alkyl halide.
    In $$\displaystyle (III)$$, the carbocation generated is stabilised due to resonance. Hence, $$\displaystyle (III)$$ is most reactive towards SN1 reaction.
  • Question 8
    1 / -0
    $$1-$$bromo$$-3-$$chlorocyclobutane when treated with two equivalents of $$Na$$, in the presence of ether which of the  following will be formed? 
    Solution

    $$1-$$bromo$$-3-$$chlorocyclobutane when treated with two equivalents of $$Na$$, in the presence of  dry ether(D.E.) will form the product represented by option D. It is an intramolecular Wurtz reaction and involves formation of $$C-C$$ single bond between two $$C$$ atoms that are attached to halogen atoms.

  • Question 9
    1 / -0
    Among the following, the reaction that proceeds through an electrophilic substitution is:
    Solution
    Hence option B is correct.

  • Question 10
    1 / -0
    For the following reactions:
    Which of the following statements is correct?

    Solution
    (a) is elimination,
    When an alkyl bromide is heated with alcoholic $$KOH$$ solution, a molecule of HBr is eliminated to form $$C=C$$ double bond.
    (b) is substitution
    When secondary alkyl bromide is heated with aqueous $$KOH$$, bromine atom is substituted with $$-OH$$ group.
    (c) is addition reaction
    A molecule of bromine is added across $$C=C$$ double bond.
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