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Question of 147

Q.The reaction of ethylbromide with NaI in dry acetone to give ethyliodide is called

(a) Finkelstein reaction
(b) Swarts reaction
(c) Wurtz reaction
(d) Wurtz-Fittig reaction
Meghalaya MboseMBOSE Meghalaya Intermediate Board 2022MCQ· 1mImportance★★★★★
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Halogen exchange of an alkyl chloride/bromide with NaI in dry acetone to give the corresponding alkyl iodide is the textbook definition of the Finkelstein reaction — option (a).

The reaction

CH3−CH2−Br+NaI→dry acetoneCH3−CH2−I+NaBr↓CH_3-CH_2-Br + NaI \xrightarrow{\text{dry acetone}} CH_3-CH_2-I + NaBr\downarrow

This is an SN2S_N2 halide-exchange reaction. It is driven forward because NaBrNaBr (and NaClNaCl) are insoluble in dry acetone and precipitate out, removing them from the equilibrium (Le Chatelier's principle), while NaINaI is soluble in acetone — the selective precipitation pulls the reaction to completion.

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