In the previous problem, we saw that an acetylide ion can attack a variety of
Chapter 12, Problem 12.28(choose chapter or problem)
In the previous problem, we saw that an acetylide ion can attack a variety of electrophiles. In Chapter 20, we will see that a CRO bond can also function as an electrophile. Consider the following reaction between an acetylide ion (the nucleophile) and a ketone (the electrophile): H C C OH H H H O H 1) 2) H2O R R O R R O R R The acetylide ion attacks the ketone, generating an alkoxide ion. After the reaction is complete, a proton source is used to protonate the alkoxide ion. In a synthesis, these two steps must be shown separately, because the acetylide ion will not survive in the presence of H2O. Using this information, propose a plausible synthesis for allyl alcohol, using acetylene as your only source of carbon atoms: OH
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