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The reduction of halocarbons by NADH models and NADH under ambient conditions is reported as a new type of reactivity pointing towards a hitherto unknown disruptive pathway for NADH/NADPH-dependent processes. The reaction was studied with the omnipresent pesticide DDT, the inhalation anesthetic halothane, and several simple halocarbons. The halide–hydride exchange represents a biochemical equivalent for the reduction of halocarbons by traditional synthetic reagents like silanes (R₃Si–H) and stannanes (R₃Sn–H). High precision thermochemical calculations (CBS-QB3) reveal the carbon–hydrogen bond dissociation energy of NADH (70.8 kcal·mol⁻¹) to be lower than that of stannane (SnH₄: 78.1 kcal·mol⁻¹), approaching that of the elusive plumbane (PbH₄: 68.9 kcal·mol⁻¹). The ready synthetic accessibility of NADH models, their low carbon–hydrogen bond dissociation energy, and their …