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  • Arrange the following set of compounds in order of their decreasing relative reactivity with an electrophile E^+ (b) Toluene, p-H_3 C – C_6H_4 – NO_2, p-O_2 N – C_6H_4

13.22     Arrange the following set of compounds in order of their decreasing relative reactivity with an electrophile, E+

          (b)         Toluene, p-H_{3}C-C_{6}H_{4}-NO_{2},p-O_{2}N-C_{6}H_{4}-NO_{2.} 

Answers (1)

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Electrophiles are electron deficient species, so they want a nucleophile which donates electrons to them. The higher the electron density on a benzene ring, the higher is the reactivity towards electrophile.
since the methyl group is electron donating group it increases the electron density on the benzene ring. And more the number of EWG lesser reactive towards electrophile.

therefore, the decreasing order of reactivity towards electrophile -
toluene > p-CH_{3}C_{6}H_{4}-NHO_{2}>p-O_{2}NC_{6}H_{4}-NO_{2}

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manish

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