Preliminary work in this laboratory indicates that substituents in the ring have an influence on the formation and decomposition of certain mixed ethers. The work now in progress concerns the activating or retarding influence of groups in the para position on the formation and reduction of such ethers. The present work undertakes to compare the activity of 2:nitro:4-chlor phenol and 2:4-dinitro phenol. The methyl and ethyl ethers have been prepared, the ethers from the first being formed in lower yield than from the second. The benzyl ethers were obtained in fair yield from the corresponding potassium salts. The phenyl and allyl ethers of 2:4-dinitro phenol have been prepared and the corresponding derivatives of 2:nitro: 4-chlor phenol will be attempted later. Aluminum amalgam gave a 51% yield of 2:amino: 4-chlor-methyoxy benzene together with a small amount of the azoxy derivative. The methyl, ethyl, and phenyl ethers of 2:4-dinitro phenol have been reduced with ammoniacal hydrogen sulphide and the benzoyl derivatives prepared.
Proceedings of the Iowa Academy of Science
©1924 Iowa Academy of Science, Inc.
Raiford, L. Chas. and Colbert, J. C.
"The Relation of Substituents in the Hydrocarbon Radicals to the Formation and Reactions of Certain Mixed Ethers,"
Proceedings of the Iowa Academy of Science, 31(1), 287-288.
Available at: https://scholarworks.uni.edu/pias/vol31/iss1/81