Consider the following compound:

Question

Consider the following compound: Which one of the following substrate sets is the best for synthesizing above compound?

Vimal Swarnkar · Accepted Answer

(a) CH₃I + sodium 1-methylcyclohexan-1-olate. Williamson synthesis is SN2: the halide must be methyl/primary. A tertiary halide with CH₃O⁻ would give elimination (alkene). So use CH₃I + tertiary alkoxide (1-methylcyclohexan-1-olate) → (a).

Answer

(b) CH₃ONa + 1-iodo-1-methylcyclohexane

Answer

(c) CH₃OH + 1-methylcyclohexan-1-ol

Answer

(d) CH₃I + 1-methylcyclohexan-1-ol

Geo-Scientist Prelims 2020 Chemistry Q99: Consider the following compound:

QuestionOrganic synthesis / Williamson ether