in-contrast-to-the-reaction-i-reaction-ii-predicts-the-formation-of-a-thioether-

Question

In contrast to the reaction (i), reaction (ii) predicts the formation of a thioether. Explain this phenomenon.

Comparison of two reactions showing thioether formation in reaction (ii) and undesired product in (i).

Accepted Answer

Reaction (ii) produces a thioether because ethanethiolate is more nucleophilic than ethanolate.

Answer

Reaction (ii) produces a thioether because a secondary leaving group always prefers substitution.

Answer

Reaction (ii) produces a thioether because ethanethiolate is more basic than ethanolate.

Answer

Reaction (ii) produces a thioether because a tertiary leaving group always prefers substitution.