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Water permeation pathways in electronic devices should be eliminated for the suppression of operational instabilities. We investigated possible pathways in field-effect transistors based on a laminated single crystal (SC) of an organic semiconductor, rubrene. Waterinduced instabilities were found to be more obvious with a thicker rubrene SC. Furthermore, molecular dynamics calculations of water diffusion on a rubrene SC showed that no water molecules penetrated the SC under our simulation conditions. These findings indicate that a space at the SC/substrate interface is a dominant pathway. The present study clearly shows the importance of conformality of SC lamination onto the underlying substrate.