ChemistryNEB 2081 (MCQs)

When the compound sodium ethoxide reacts with chloroethane, it gives the compound C4H10O . What reaction is this ? a) Wurtz's reaction b) Williamson's synthesis c) Rosenmund's reduction d)…

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When the compound sodium ethoxide reacts with chloroethane, it gives the compound . What reaction is this ? a) Wurtz's reaction b) Williamson's synthesis c) Rosenmund's reduction d) Dehydrohalogenation reaction

Answer

The reaction between sodium ethoxide () and chloroethane () produces , which is diethyl ether (). This is a classic example of Williamson’s synthesis, an etherification reaction where an alkoxide ion () acts as a nucleophile and displaces the chloride ion () from chloroethane, forming an ether.

Diethyl etherDiethyl etherChloroethaneChloroethane
Structures: Diethyl ether, Chloroethane

The reaction proceeds via an mechanism, typical of Williamson’s synthesis when a primary alkyl halide is used. The other options are incorrect:

  • Wurtz’s reaction couples alkyl halides with sodium to form alkanes.
  • Rosenmund’s reduction reduces acid chlorides to aldehydes using Pd/BaSO₄.
  • Dehydrohalogenation eliminates HX to form alkenes, not ethers.
C2H5Cl+NaOC2H5HeatC2H5OC2H5+NaCl
Williamson’s synthesis of diethyl ether (SN2 mechanism with primary alkyl halide)

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