(a) Account for the following :
(i) Electrophilic substitution reactions in haloarenes occur slowly.
(ii) Haloalkanes, though polar, are insoluble in water.
(b) Arrange the following compounds in increasing order of reactivity towards SN2 displacement :
2–Bromo–2–Methylbutane, 1–Bromopentane, 2–Bromopentane
(a) (i) Electrophilic substitution reaction in haloarenes occur slowly because halogen has a negative inductive effect, it decreases the electron density on the benzene ring due to resonance.
(ii) Haloalkanes, though polar, are insoluble in water since they can neither form nor break the Hydrogen-bonds already existing in the water.
(b) 2–Bromo–2–Methylbutane < 2–Bromopentane < 1–Bromopentane