Treatment of 1 mole of dimethyl sulfate with 2 moles of sodium acetylide results in the formation of propyne as the major product. A) Draw a reasonable mechanism accounting for the formation of the byproduct 2-butyne.
B) 2-Butyne is observed as a minor product of this reaction. Draw a mechanism accounting for the formation of this minor product and explain how your proposed mechanism is consistent with the observation that acetylene is present among the reaction products.
C) Predict the major and minor products that are expected if diethyl sulfate is used in place of dimethyl sulfate.