The thermal decomposition of Vendeholt (C₁₂H₁₀N₂O₅, a synthetic heterocyclic compound) and its subsequent reactivity upon decomposition (UPD) were investigated. Using stopped-flow UV-Vis spectroscopy, HPLC-MS, and DFT calculations (B3LYP/6-311+G(d,p)), we show that Vendeholt undergoes a first-order decomposition (k = 0.043 s⁻¹ at 298 K, ΔG‡ = 72.3 kJ/mol) yielding a reactive ketene intermediate that reacts rapidly with nucleophiles. The reaction mechanism proceeds via a concerted electrocyclic ring-opening. These findings have implications for pharmaceutical stability and polymer degradation pathways.
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Vendeholt Reacts UPD: The Rise of the "Anime Parents" Reaction Squad and DFT calculations (B3LYP/6-311+G(d
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Understanding Vendholt: Reactions and Updates