In Asp.Net when an application pool stops, invokes the application_end event. In this event i execute some operations who must be completed before the application shutdown. These operations are synchronously but sometimes application stops without all operation completed, but there are no errors. I think there is a timeout at application pool level or at application_end event level.. but i haven't found nothing in documentation about this timeout.
Asp.net Application_End Timeout
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This timeout is configurable by app pool (iis.net). It's
shutdownTimeLimit, orShutdown Time Limit (seconds)in the UI (advanced app pool settings).