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NEET AIPMT SOLVED PAPER SCREENING 2007

  • question_answer
                    The order of decreasing reactivity towards an electrophilic reagent, for the following:                    (i) Benzene                                                                         (ii) Toluene                         (iii) Chlorobenzene and                                                                 (iv) Phenol would be:

    A)                 (i) > (ii) > (iii) > (iv)

    B)                 (ii) > (iv) > (i) > (iii)

    C)                 (iv) > (iii) > (ii) > (i)

    D)                 (iv) > (ii) > (i) > (iii)

    Correct Answer: D

    Solution :

                    Benzene having any activating group i.e., OH, R etc., undergoes electrophilic substitution very easily as compared to benzene itself. Thus toluene \[({{C}_{6}}{{H}_{5}}C{{H}_{3}}),\] phenol \[({{C}_{6}}{{H}_{5}}OH)\] undergo electrophilic substitution very readily than benzene. Chlorine with +E and +M effect deactivates the ring due to strong ?I effect. So, it is difficult to carry out the substitution in chlorobenzene than in benzene, so correct order is \[\underset{(iv)}{\mathop{Phenol}}\,>\underset{(ii)}{\mathop{Toluene}}\,>\underset{(i)}{\mathop{Benzene}}\,\]                                 \[>\underset{(iii)}{\mathop{Chlorobenzene}}\,\]


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