Question

The compound that will react most readily with NaOH to form methanol is 

(a) (CH₃)₄N⁺I^-

(b) CH₃OCH₃ 

(c) (CH₃)₃S⁺l^-

(d) (CH₃)₃CCI

Answer 1

(a) (CH₃)₄N⁺I^-

The reaction is expected to be most spontaneous when there is leaving the group.

The CH_3​ group with positive N atom is more electron deficient and to more reactive towards the nucleophile.

\((CH_3)_4N^+I^- +OH^- \xrightarrow{S_N2}CH_3OH\)