Alkynes can be transformed into ketones or aldehydes, via the corresponding enol, by addition of water in the presence of $\ce{Hg^2+}$.

Similarly, one would expect alkynes to be transformed into enol ethers by using an alcohol instead of water. However I've looked through most organic chemistry textbooks, and they do not seem to make any reference to this. A search on Google also doesn't turn up much. I expected the reaction between alkynes and alcohol would be more commonly mentioned.

Is the reaction between alkyne and alcohol using $\ce{Hg^2+}$ only theoretical that doesn't actually in real life, since textbooks do not introduce this reaction?

  • 4
    $\begingroup$ Try searching for "alkyne alkoxymercuration", reject Google's suggestion of "alkyne oxymercuration" (if it pops up) $\endgroup$
    – orthocresol
    Sep 19 '17 at 13:57

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Browse other questions tagged or ask your own question.