Propose a reasonable arrow pushing mechanism for the following reaction. Clearly indicate each intermediate, including proton transfer steps, to receive full credit:
HO
HO-
HzO
OH
OH
In addition to providing the mechanism, answer the following question: In approximately 30 words, explain why a different product is obtained when the same reagent is treated with CH;C 0 and CH3C OH: You may use structures to aid in your explanation:
CH3O CH3OH
OH
OH