
dieldrin administration. It was postulated that a carbonyl group was 
present (826, 902). 
Studies with Ce labeled aldrin and dieldrin showed that, after 
intravenous injection in rats, radioactivity increased in the order of liver, 
duodenum, intestine, and feces and that the percentage of metabolites in- 
creased in the same fashion (827). In male rabbits, the major portion of 
the radioactivity was excreted in the urine, rather than the feces, after 
aldrin-cl4 injection. Using column and thin-layer chromatography, eight 
metabolites were obtained from urine. Metabolite II was observed only in 
the first 3 to 4 weeks. The main metabolite III (43%) was crystallized from 
n-hexane, m.p. 131.5°C, and was shown by mass spectroscopy to have a molecu- 
lar weight of 399 and to contain 6 chlorine atoms. Microanalyses gave a 
formula of Ci oH 9° cl, and infra-red showed that the only functional groups 
were hydroxy. so nthegis showed this to be the optically active trans-6,/7- 
aldrin-diol. Metabolite IV, found in small quantities (3%), was thought to 
be an isomer of III. Mass spectroscopy gave a M.W. of 399 and analytical 
results compatible with the structure of an aldrin-diol. The m.p. was 212°C, 
The infra-red spectrum was characteristic of an OH band at 3350 A. and the 
characteristic absorption band (at 1600A.) for the double bond of chlorinated 
rings was absent. Metabolite IV was not identical with cis-6,7-aldrin-diol 
(m.p. 217°C), prepared by KMnO, oxidation of aldrin. The aldrin-diol struc- 
ture of metabolite IV was not further identified. 
Metabolite VI (14%) was crystallized and the m.p. was 161° C. 
Hydrolysis with MeOH-KOH gave metabolite III. From mass spectroscopy, 
the M.W. was 483. Interpretation of I.R., mass spectra, and chemical 
analyses indicated a diacetyl of trans-6,7-aldrin-diol. The infra-red 
Spectrum, analyses, and m.p. of the synthetic product and metabolite VI 
agreed. 
Metabolite V had a dark yellow color, was resinous and could not be 
crystallized, After hydrolysis, metabolite III was demonstrated by T.L.C. 
Infra-red spectra were characteristic of the hydroxy band at 3570 A and a 
Sharp C=O band at 1730 A. The acetate of trans-6,/-aldrin-diol agreed with 
the I.R. spectra but not with other analytical results of metabolite V. 
Metabolite Ila was crystallized with m.p. 138-140° C. Analytical 
results agreed with that for dieldrin. The infra-red spectrum showed a 
C=0 band at 1765 A. Metabolite Ila was apparently a ring ketone of un- 
determined structure. In untreated urine extracts, this compound could 
not be demonstrated by T.L.C. It was felt that this might be an artifact. 
Metabolite II was demonstrated by I.R. spectrum, analytical results and Re 
values to be dieldrin (828). 
In other studies, dieldrin was fed in a diet to mature male Carworth 
Farm strain rats for 6 months. Feces and urine were then collected 
separately for one month. Mass spectroscopy indicated that the urinary 
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