Which one of the following would produce 2-ethoxypropane in high yield? a. t-butyl chloride + sodium methoxide
b. t-butanol + methanol in presence of H2SO4 at 140 C
c. t-butyl bromide + bromomethane in presence of NaOH
d. sodium t-butoxide + bromomethane

d. sodium t-butoxide + bromomethane

Explanation:

Sodium t-butoxide is a strong base with the chemical formula  (CH3)3CONa and it is a non-nucleophilic base while bromomethane with the chemical formula CH3Br.

They both together gives 2-ethoxypropane (C5H12O).

(CH3)3CONa + CH3Br => C5H12O + NaBr

Hence, the correct option is "d".

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