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8.4. Organic chemistry reaction mechanism — Chemistry STD 11 Science — Question

Gujarat BoardEnglish MediumSTD 11 ScienceChemistry8.4. Organic chemistry reaction mechanism1 Mark
MCQ
The order of decreasing reactivity towards an electrophilic reagent, for the following would be

$(i)$ benzene                  $(ii)$ toluene

$(iii)$ chlorobenzene      $(iv)$ phenol

  • A
    $(ii) > (iv) > (i) > (iii)$
  • B
    $(iv) > (iii) > (ii) > (i)$
  • ✓
    $(iv) > (ii) > (i) > (iii)$
  • D
    $(i) > (ii) > (iii) > (iv)$
✓

Answer

Correct option: C.
$(iv) > (ii) > (i) > (iii)$
c
Benzene having any activating group i.e, oH, Retc, undergoes electrophilic substitution very easily as compared to benzene itself. Thus toluene $\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{3}\right),$ phenol $\left(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{O} \mathrm{H}\right)$ undergo electrophilic substitution very readily than benzene chlorine with $+\mathrm{E}$ and $+\mathrm{M}$ effect deactivating 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

Phenol $>$ Toluene $>$ Benzene $>$ Chlorobenzene

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