Haloalkanes and Haloarenes - Result Question 46

####46. The correct order of increasing reactivity of CX bond towards nucleophile in the following compounds is:

[2010]

(I) (II) (III) (IV)

(a) I < II < IV < III

(b) II < III < I < IV

(c) IV < III < I < II

(d) III < II < I < IV

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Solution:

  1. (a) Tertiary alkyl halide is most reactive towards nucleophilic substitution because the corresponding carbocation (3) is most stable. Aryl halide is least reactive due to partial double bond character of the CCl bond.

Presence of - NO2 groups in ortho and para positions increases the reactivity of the Cl towards nucleophiles.

(CH3)3CX>(CH3)2CHX> III 

II I

or I < II < IV < III



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