In the oxidation reactions , the 𝛼-cyanation undergoes hydride transfer by the tropyllium however, it is also suggested that DDQ can alter the reaction mechanism in favor of a radical intermediate. In the oxidative Mannich reaction , a dual catalytic design is used where a photoredox oxidation of the amine is followed by an iminium intermediate. This could indicate that several mechanisms are in play. Another study using a dirhodium catalyst also supports the formation of an iminium, indicating a hydride transfer is most likely. Lastly, for oxyfunctionalization of saturated hydrocarbons , it is not clear which mechanism is in play; while some reactions may involve hydrogen abstraction, others may involve "caged" intermediates (ozones, nitrenes, carbenes), diradical intermediates, or hydride transfer intermediates, suggesting, the substrate can alter the reaction pathway, and further studies are needed. Here, the QM workflow (MCC: 0.70) and the regressor (MCC: 0.75) outperform ALFABET (MCC: 0.57), which is in line with most of the reactions in this category and is likely hydride transfer reactions. The H abstraction C-X category includes 29 compounds undergoing manganese-catalyzed aliphatic C-H fluorination. The likely mechanism involves hydrogen abstraction by the oxomanganese(V)-F complex, indicating a radical intermediate for the substrate . ALFABET (MCC: 0.80) indeed outperforms both the regressor (MCC: 0.76) and the QM workflow (0.67), however not by a significant margin versus the regressor. From an example in the next section (Scheme 1e), the QM workflow indeed finds the C-H site that is expected to be the most thermodynamically stable carbocation, however a high selectivity towards benzylic fluorination is likely due to steric effects from the the bulky Salen. The oxidative degradation reactions is a recurrent issue in pharmaceutical development of drugs. The reactions most likely occur through a radical intermediate with either oxygen or enzymes such as cytochrome P450, leading to hydroxyls, carbonyls, aldehydes, or peroxides. Therefore, Paton and coworkers apply ALFABET to predict the site of oxidative degradation. Generally there is consensus that BDEs correlate excellent with the oxidative degradation reactions which is also the case for our use of ALFABET (MCC: 0.56) where it completely outperforms the QM workflow (MCC: 0.20) and regressor (MCC: 0.24) by a large margin.