Haloalkanes reactivity towards nucleophiles

C—Cl bond acquires a partial double bond character due to resonance. As a result, the bond cleavage in haloarene Is difficult than haloalkane and therefore, they are less reactive towards nucleophilic substitution reaction. 

The reactivity of thietanes towards nucleophiles is much less than that of thiiranes. For instance, thietane does not react with ammonia or amines at room temperature. Electrophiles attack the S-atom and can thereby cause ring-opening. Thus, addition of acids leads to polymerization. A further example is their ring-opening by haloalkanes ... 

In agreement with the behavior of amines, the reactivity of other neutral nucleophiles, such as water and methanol, towards primary and secondary haloalkanes in ionic liquids is generally higher than in molecular solvents and lower amounts of elimination products are formed. Water and methanol are more nucleophilic but less basic in ionic liquids than in molecular solvents [41]. 

---