Methods of Preparation - Halogen Exchange Reaction
Description:
Finkelstein Reaction − By reacting R − Cl and R − Br with NaI in acetone, alkyl iodides can be obtained.
This is an equilibrium reaction.
R - X + NaI ⇌ R - I + NaX (X = Cl, Br)
C2H5 - Cl + NaI ⇌ C2H5 - I + NaCl
The reaction is driven in the forward direction by exploiting the difference in solubility of alkyl halides in acetone.
NaI is soluble in acetone, while NaCl or NaBr are not. These precipitate in acetone and thus, the reaction is favoured according to Le Chatelier’s principle.
Swartz Reaction − Alkyl fluorides can be obtained by heating RBr/RCl in the presence of a metallic fluoride such as AgF, SbF3, Hg2F2, CoF2
CH3Br + AgF → CH3F + AgBr