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20 mg. dye/l. water in a 1-cm. cuvette in Beckman DKI recording spectrophotometer. h Bismarck brown has four primary amine groups. Commercial preparations are considered to be dihydrochloride, which leaves two amine groups per molecule unattached to hydrochlorides. c Although many batches of pyronin are potentially reactive Schiffs-type reagents, only one batch was found whose reactive dye component is also fluorescent in cytochemical studies ; this one was pyronin B from Chroma-Gesellschaft. I.
Some aromatic hydroxyaldehydes give a very slow reaction (Lorenz, 1881) compared with the rapid reaction given by aliphatic aldehydes. Some of the differences are probably due to the poor solubility of aromatic aldehydes in Schiff's reagent. , 1927). Some aromatic aldehydes are not colored by Schiff's reagent despite the fact that closely related aldehydes do give a positive reaction (Pauly and von Buttlar, 1911 ) . 24 FREDERICK H. KASTEN The Schiff test has been used to detect aldehydes in various substances.
It is not clear why these THE CHEMISTRY OF SCHIFF’S REAGENT 39 particular aldehydes behave this way, especially since certain exceptional o-hydroxy aromatic aldehydes do not give this reaction. C. ALKYL-SULFONIC ACIDTHEORY This theory has been offered in various forms, first by Damianovitch (1910) and later by Bucherer (1921), Rumpf (1935), and Hormann et al. (1958). The common idea presented in the work of these investigators is that the final aldehyde-dye reaction product has the structure R I (-NH-CH-SO,H) 2 where R-CH is the alkyl component of the aldehyde.