||Synthesis and Reactions of a Proposed DDT Metabolite, 2,2-bis(p-Chlorophenyl)acetaldehyde.
McKinney, J. D. ;
Boozer, E. L. ;
Hopkins, H. P. ;
Suggs., J. E. ;
||Food and Drug Administration, Atlanta, Ga. Atlanta Toxicology Branch.
Chlorine organic compounds ;
Chemical reactions ;
||Most EPA libraries have a fiche copy filed under the call number shown. Check with individual libraries about paper copy.
Studies of the metabolism of DDT led to the preparation of 2,2-bis(p-chlorophenyl)acetaldehyde (I) in order to investigate the possibility of its intermediacy in DDT metabolism. Results of attempts to reproduce a reported synthesis of I have shown that both this report and an even earlier report of a different synthetic approach are incorrect. It was observed in this laboratory that I undergoes oxidative deformylation under mild oxidizing conditions to form the benzophenone (II). In comparison, the o,o'-isomer was quite stable under the same conditions. These results are of theoretical interest and may have biological significance.