Haloalkanes and Haloarenes - Result Question 51

####51. Which chloro derivative of benzene among the following would undergo hydrolysis most readily with aqueous sodium hydroxide to furnish the corresponding hydroxy derivative?

[1989]

(a)O=N+c1cc(N+[O-])c(Cl)c(N+[O-])c1

(b)O=N+c1ccc(Cl)cc1

(c)CN(C)c1ccc(Cl)cc1

(d) C6H5Cl.

Topic 3: Some Important Polyhalogen Compounds

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Solution:

  1. (a) Cl in 2,4,6-trinitrochlorobenzene is activated by three NO2 groups at o - and p-positions and hence, undergoes hydrolysis most readily.


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