MHT CET Chemistry question

Chemistry Aromatic Compounds and Aryl Halides MHT CET

Arrange the following set of compounds in the order of their decreasing relative reactivity with an electrophile, I. chlorobenzene II. 2,4-dinitrochlorobenzene III. p-nitrochlorobenzene IV. toluene V.

(A)I > II > III > IV > V
(B)IV > V > I > III > IICorrect
(C)V > IV > III > II > I
(D)I > III > II > V > IV

Answer: (B)

Solution

Toluene (IV) is activated by and is the most reactive; the compounds bearing are deactivated, p-nitrotoluene (V) retaining some activation from , while chlorobenzene (I) is mildly deactivated, p-nitrochlorobenzene (III) has one strongly

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Question ID VK-044254