The organic qualitative reagent 3-nitrophthalic anhydride has been found useful in the characterization of alcohols and mercaptans. It is of particular interest to note that in the products formed by the reaction of this reagent with alcohols the ester group is uniformly ortho to the nitro group rather than meta. Similarly it has been noted that the reaction of quinolinic anhydride with methyl alcohol likewise gives the a-methyl ester (Kirpal, 1907). On the other hand, the reaction between methyl alcohol and 4-nitrophthalic anhydride or cinchomeronic anhydride results in the formation of derivatives in which the ester group is para to the nitro group or to the heterocyclic nitrogen (Wegscheider and v. Dubrav, 1903; Goldschmiedt and Strache, 1889).
Proceedings of the Iowa Academy of Science
©1951 Iowa Academy of Science, Inc.
Hanna, Calvin and Smith, W. T. Jr.
"The Absorption Spectra of Derivatives of Phthalic Anhydride,"
Proceedings of the Iowa Academy of Science, 58(1), 251-260.
Available at: https://scholarworks.uni.edu/pias/vol58/iss1/28