Ja. Mulholland et al., BACTERIAL MUTAGENICITY OF PYROLYSIS TARS PRODUCED FROM CHLORO-ORGANICFUELS, Environmental health perspectives, 102, 1994, pp. 283-289
Droplets of toluene and three chlorinated organics, ortho-dichlorobenz
ene, 1,2-dichloroethane, and trichloroethylene, were pyrolyzed in pure
nitrogen. The composition and bacterial mutagenicity of the product t
ars were measured. The presence of organic chlorine was found to affec
t both pyrolysis product tar composition and total tar mutagenicity. P
yrolysis in the absence of chlorine produced tars whose bacterial muta
genicity was found to be largely due to the presence of cyclopenta[cd]
pyrene, fluoranthene, and benzo[a]pyrene. Small amounts of chlorine in
the fuel (i.e., Cl/H molar ratios of less than 0.3) enhanced the form
ation of highly condensed polycyclic aromatic hydrocarbons (including
cyclopenta[cd]pyrene) and increased tar mutagenicity. Larger amounts o
f organic chlorine (Cl/H ratios of between 0.3 and 0.6) resulted in si
gnificant yields of mono- and dichlorinated aromatics and higher level
s of tar mutagenicity, which could not be accounted for by the presenc
e of mutagens produced by pyrolysis in the absence of chlorine. Furthe
rmore, unlike tars containing little or no chlorine, tars containing a
ryl chlorine were more mutagenic in the absence of added enzymes (inte
nded to mimic in vivo mammalian metabolism) than in their presence. We
hypothesize that at least one of the chlorinated aromatic products is
strongly mutagenic. Two specific conditions that gave notably differe
nt results were a) the low-temperature (ia., below 1400 K) pyrolysis o
f ortho-dichlorobenzene, which produced tri- and tetrachlorinated biph
enyls almost exclusively; and b) the chlorine-rich pyrolysis of trichl
oroethylene, during which mostly perchloroaromatics were formed. Neith
er of these tars Has found to mutate bacteria.