Summary
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1.
A study was made of the thermostabilities of ethynyl methyl, ethyl ethynyl, ethynyl propyl, ethynyl isopropyl, and butyl ethynyl ethers.
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2.
All the alkyl ethynyl ethers, apart from ethynyl methyl ether, were found to be thermally unstable: they decompose at 80–100° with formation of ketene and the corresponding olefin. Ethynyl methyl ether is thermally stable under these conditions: when heated in aniline solution to 200°, it decomposes with formation of acetanilide and a mixture of N-methyl- and N,N-dimethyl-anilines.
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3.
An attempt to use ethynyl methyl ether as a dienophile in diene-synthesis reactions was not successful.
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