The general rule may be drawn that ketones in which the carbonyl group is directly attached to the ring will not react with the usual reagents (hydroxylamine, phenyl-hydrazine, etc.) if the two ortho positions of the ring are occupied by methyl groups. Nothing, however, was known about this effect in the indanones substituted in the 7 position. In these ketones free rotation about the bond between the carbonyl group and the ring is prevented and the increased opportunity for resonance might influence the steric effect. The ketone 4, 7-dimcthyl indanone-1, in which one ortho position is occupied by a methyl group and the other by the end of aliphatic ring, was prepared. It readily formed an oxime (m.p. 175.5 - 177.5° C), a semicarbazone (decomposed 215 - 221° C) and a phenyl-hydrazone (m.p. 99- 101° C).
Proceedings of the Iowa Academy of Science
©1941 Iowa Academy of Science, Inc.
"Activity of the Carbonyl Group of 4, 7-Dimethyl Indanone - 1,"
Proceedings of the Iowa Academy of Science, 48(1), 245-246.
Available at: https://scholarworks.uni.edu/pias/vol48/iss1/45