Synthesis and characterization of twenty-two purified polychlorinated dibenzofuran congeners

Journal Article · · J. Agric. Food Chem.; (United States)

DOI:https://doi.org/10.1021/jf00121a018· OSTI ID:5939800

Safe, S H; Safe, L M

The identification of toxic polychlorinated dibenzofurans (PCDFs) in diverse environmental matrices requires the availability of purified standards for analytical, toxic, and biologic studies. This study reports the synthesis and characterization of 22 purified PCDF congeners by the base-catalyzed cyclization of their corresponding hydroxypolychlorinated biphenyl (PCB) precursors containing o-chloro and -hydroxy substituents on the two phenyl rings. The synthesis of the hydroxy PCBs (from their methoxy analogues) was accomplished by using two main routes, namely, (1) the diazo coupling of chlorinated anisidines and symmetrical chlorinated benzenes and (2) the diazo coupling of chlorinated anilines and chlorinated anisoles. By the judicious selection of the synthetic precursors it is conceivable that these schemes could be used to prepare most of the PCDF congeners. 42 references, 2 tables.

• Research Organization: Texas A and M Univ., College Station
• OSTI ID: 5939800
• Journal Information: J. Agric. Food Chem.; (United States), Journal Name: J. Agric. Food Chem.; (United States) Vol. 32:1; ISSN JAFCA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
AROMATICS
CHLORINATED AROMATIC HYDROCARBONS
HALOGENATED AROMATIC HYDROCARBONS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
PURIFICATION
STANDARDS
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS