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i.            Alkynes can be hydrated in the presence of acid and HgSO4 by electrophilic addition of a molecule of water to the triple bond. The reaction proceeds by way of a carbocation intermediate. Hydration of acetylene (ethyne) produces acetaldehyde (ethanal). Outline the steps that occur in this transformation.

ii.            Use the IR tables (online and Chapter 8) to locate the absorption bands of the stretching frequencies of the alkyne  bond, alkyne  bond, and the alkene bond. Using these data, explain how you would distinguish between 1-butyne, 2-butyne, and 2-butene.

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