JEE Main · 2015 · 04 Apr 2015 · Offline · Haloalkanes and Haloarenes

The synthesis of alkyl fluorides is best accomplished by:

(A)Sandmeyer's reaction
(B)Finkelstein reaction
(C)Swarts reaction✓ Correct
(D)Free radical fluorination

Answer: (C)

Solution

Alkyl fluorides are made cleanly by the Swarts reaction, in which an alkyl chloride or bromide is heated with a metallic fluoride such as

AgF

H g_{2} F_{2}

Sb F_{3}

, swapping the heavier halogen for fluorine:

2 R - Cl + H g_{2} F_{2} \to 2 R - F + H g_{2} C l_{2}

. Finkelstein's reaction makes iodides, direct free-radical fluorination is far too violent to control, and Sandmeyer's is for aromatic rings -- so Swarts is the route to

R - F

JEE Main · 2015 · 04 Apr 2015 · Offline · Single correct option

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