K. Nakatsu, J. Brien, H. Taub
Apr 30, 1982
Citations
0
Influential Citations
14
Citations
Journal
Journal of Chromatography A
Abstract
Abstract 3,3′,4,4′-Tetrachlorobiphenyl (TCBP) was synthesized by diazotization of 3,3′-dichlorobenzidine followed by chlorination with cuprous chloride and hydrochloric acid. Purification of crude TCBP was conducted by alumina column chromatography and two recrystallizations from ethanol. The composition of the product during purification was assessed by gas-liquid chromatography with electron-capture detection and high-performance liquid chromatography with UV absorption detection. TCBP with greater than 99% purity (dioxin- and furan-free) was obtained with a yield of 40–44%. The identity of the major synthetic product was confirmed by gas chromatography-mass spectrometry (electron ionization) and nuclear magnetic resonance spectroscopy. The major impurity, a trichlorobiphenyl, constituted 0.37% of the final product. It is concluded that this synthetic product can be used to produce reliable results in toxicological studies.