We have carried out systematic large-basis set quantum chemical computations at Møller-
Plesset second-order perturbation (MP2) and couple cluster singles + doubles CCSD and
CCSD(T)with triples correction levels of theories on a set of 55 halogenated carbons in the Crebelli
toxicological dataset. We have computed a number of electronic properties at optimized geometries
such as vertical electron affinities, HOMO-LUMO gaps, dipole moments, etc. We have provided
insights into the mechanism of toxicity through electron attachment in metabolic pathways by binding to an electron
donating enzyme in hepatocytes. The electron transfer from the enzyme to the halocarbon is accompanied by bond
elongation resulting in autodetachment as evidenced from potential energy surfaces of the anion and neutral molecule.
The autodetachment process leads to production of highly reactive free radicals, which cause tissue damage, and
prolonged exposure can result in hepatocellular carcinoma depending on the hydrogen extraction propensity of the free
radical and vertical electron affinity of the neutral halocarbon.
Keywords: Halocarbons toxicity, electron attachment, mechanisms of heptotoxicity, electron affinities, autodetachment.
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