Studies on the Components of te Bark of Rhamnus japonica

X. Some Informations about Cyano-carboxylic Acid in Aromatic Series

Abstract

According to the investigation of SANDMEYER, ortho- and para-cyano benzoic acids are much more subjective to hydrolysis than m-compound. The author found the same phenomenon in naphthalene series. That is, by the careful reduction with metallic sodium in abs. alcohol and by the milder reduction with aluminium amalgam in aqueous alcoholic solution, 2, 3-cyano-naphthoic acid was turned to 2, 3-naphthalene-dicarboxylic acid anhydride and 2, 3-naphthalene-dicarboxylic acid, respectively.
Therefore it was decided that also in naphthalene series C_??_N triple bond is very unstable, when it stands in ortho position against carboxylic group