Question

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.

Answer 1

Answer:

2- propanol treated with metal base NaH followed by hydrogen bromide to form 2- propoxypropane.

Explanation:

Formation of secondary halide:

Firstly propene reacts with sulfuric acid or water to form 2- Propanol.

Formation of primary halide:

Also, according to the Anti markovinikov rule propene undergoes addition to the hydrogen bromide in the presence of peroxide to form 1- bromopropane.

The secondary halide i.e,  2- propanol treated with metal base NaH to form  sodium isopropoxide. Further treated with hydrogen bromide to form 2- Propoxypropane. This reaction follows $S_{N}2$ mechanism.

The overall reaction is as follows.