Which order of reagents will best result in the product shown below?

Question

Quizplus · Accepted Answer

The starting material is an alkyl chloride, therefore, we need to perform a nucleophilic substitution reaction. The best reagents for this reaction are strong bases and good nucleophiles. In this case, the product is an ether with two alkyl substituents, which suggests an SN2 reaction with two different alkyl halides. KOMe is a better nucleophile than KOtBu, and MeBr is a better alkylating agent than BuBr. Therefore, the best order of reagents is 1) KOMe, 2) MeBr, 3) KOtBu, 4) BuBr.

Which Order of Reagents Will Best Result in the Product