Incidental to a study of the relative reactivities of ethynylmetallic and substituted ethynylmetallic compounds, in various media including liquid ammonia, it has been shown that these organometallic compounds react in a customary manner, not only with RX compounds but also with a large variety of compounds having a functional group. The ethynyl tertiary alcohols formed from ketones lose acetylene on heating and give the original ketone. For example, myristone and ethynylsodium give di-tridecyl-ethynylcarbinol, which when heated gives an almost quantitative yield of myristone and acetylene. In the presence of small amounts of organolead compounds, the ethynylsodium behaves like sodium carbide to give, for example, with benzophenone, -tetraphenylbutyndiol. Ethynylsodium with nitriles gives dimeric basic compounds.
Proceedings of the Iowa Academy of Science
©1938 Iowa Academy of Science, Inc.
McCorkle, Miles R. and Gilman, Henry
"Ethynylmetallic and Substituted Ethynylmetallic Reactions in Various Solvents,"
Proceedings of the Iowa Academy of Science, 45(1), 133-133.
Available at: https://scholarworks.uni.edu/pias/vol45/iss1/26