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Question

CH3SH and CH3OH which is more acidic?
(using I effect)

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Solution

The electrons associated with the negatively charged atom of in its conjugate base are spread out over a greater volume, thereby causing it to be a more stable base.

The more stable the base, the stronger its conjugate acid.

CH3OCH3SH is a stronger acid than CH3OH because sulfur is larger than oxygen.


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