Characterization of the unidentified degradation product (I), formed by oxidation of Aldrin with calcium hypochlorite, was carried out by infrared (IR), nuclear magnetic resonance (NMR), and mass spectroscopy. IR spectrum of I indicated the disappearance of absorbance at 710 cm
-1 for the bending vibration of =C-H in Aldrin and appearance of strong absorptions at 3400 and 1060 cm
-1, suggesting the presence of secondary alcoholic hydroxyl groups. The absorbance of Cl-C=C-Cl was still present in I. High-resolution mass spectrum of I gave m/e 369.868 for M
+ value, and an empirical formula of C
10H
8O
2Cl
6 (Calcd. m/e 369.865) was deduced. From these data, I was assumed to be a dihydroxyl derivative of 4, 5, 6, 7, 8, 8-hexachloro-4, 7-endomethano-hexahydroindene. It was concluded from the NMR spectrum that I is probably 4, 5, 6, 7, 8, 8-hexachloro-4, 7-endomethano-1, 3-trans-dihydroxy-1, 2, 2, 3, 3a, 7a-hexahydroindene.
View full abstract