Record Display for the EPA National Library Catalog


Main Title Photosolvolysis of 3,4-Dichloroaniline in Water: Evidence for an Aryl Cation Intermediate.
Author Miller, Glenn C. ; Miille, Michael J. ; Crosby, Donald G. ; Sontum, Steven ; Zepp, Richard G. ;
CORP Author California Univ., Davis.;Environmental Research Lab., Athens, GA.
Year Published 1978
Report Number EPA-600/J-79-058;
Stock Number PB80-177348
Additional Subjects Pesticides ; Water pollution ; Photolysis ; Chlorine organic compounds ; Molecular energy levels ; Chemical bonds ; Excitation ; Reprints ; Phenol/amino-chloro
Library Call Number Additional Info Location Last
NTIS  PB80-177348 Some EPA libraries have a fiche copy filed under the call number shown. 07/26/2022
Collation 7p
Irradiation of 3,4-dichloroaniline in water (lambda > 290nm) gave 2-chloro-5-aminophenol with a conversion of 78 plus or minus 5%. The photolysis quantum yield at 313nm of 0.05 plus or minus 0.003 was unaffected by cyanide (0.35M) or pH changes between 4 and 12. A MO calculation indicated a large excited singlet state shift in electron density to the carbon undergoing substitution. The reaction is suggested to proceed through an aryl cation intermediate produced by heterolytic cleavage of the meta carbon-chlorine bond. Reaction from the triplet state is not considered likely since neither oxygen nor sorbic alcohol affected the quantum yield.