Problem: The most common method for the synthesis of unsymmetrical ethers is the Williamson synthesis, a reaction (SN2) of an alkoxide ion with an alkyl halide. Two pathways are possible, but often one is preferred. Construct the preferred pathway for the synthesis of 2-propoxypropane from propene, with propene-derived alkyl halide and alkoxide intermediates, by dragging the appropriate intermediates and reagents into their bins. Not every given reagent or intermediate will be used.

FREE Expert Solution

Williamson ether synthesis → production of ether from alkoxide + 1° alkyl halide

Reagent 1:

Alkene + H2SO→ acid-catalyzed hydration (follows Markonivkov rule)

Reagent 2:

Alkene + HBr/ROOR → radical halogenation (follows anti-Markonivkov rule)

Reagent 3:

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Problem Details

The most common method for the synthesis of unsymmetrical ethers is the Williamson synthesis, a reaction (SN2) of an alkoxide ion with an alkyl halide. Two pathways are possible, but often one is preferred. Construct the preferred pathway for the synthesis of 2-propoxypropane from propene, with propene-derived alkyl halide and alkoxide intermediates, by dragging the appropriate intermediates and reagents into their bins. Not every given reagent or intermediate will be used.


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