Automated mechanism generation is an essential tool to be able to create mechanistic models of lubricant degradation chemistry. Detailed reaction mechanisms of lubricant degradation are presented. Using the principles of automated mechanism generation and the hierarchy of rate constant specification, the applicability of this approach to hydrocarbon oxidation is tested. Reaction mechanisms of the oxidation of ethylbenzene, propane, and octane are successfully constructed. These mechanisms derive insights about lubricant degradation chemistry while working with smaller, more tractable systems. Using automated mechanism generation and available kinetic data from the literature, these systems are modeled very well. This is an abstract of a paper presented at the World Tribology Congress III (Washington, DC 9/12-16/2005).