Therefore, camphanediol, to the best of our knowledge, which was never considered reactive under force, is indeed a mechanophore. Further inspection on the force-coupled transition state revealed that its O-C-C-O dihedral angle is only 10.55°, while it is 35.35° for pinanediol, 79.61° for ciscyclohexanediol and 165.92° for trans-cyclohexanediol, respectively (see Figure ). Different from the conventional mechanophores, which either have small rings or weak bonds, camphanediol does not possess a significantly large ring-strain (see Figure for details) or a weak covalent bond. It is the bridged rings that help to fix a preferred conformation called "node", which eventually leads to its high mechanochemical reactivity. Despite the reactivity to generate radicals under tensile force, the further utilisation of these mechanoradicals requests them to be relatively long-lived. To study what is evolving in the reaction system, a reaction path exploration was performed using the single component EX-AFIR (SC/EX-AFIR) method on the potential energy surface of the quality of UB3LYP-D3/Def2-SV(P) level, where the exploration was greatly accelerated by an iterative explo-ration framework using a DFT-xTB Δlearning scheme (see SI for details). During the exploration, a tensile force was applied between the terminal -OMe groups at all times (see computational methods in SI for more details). Shown in Scheme 1 is the computed reaction paths of camphanediol under a tensile force of 1800 pN (i.e., its activation force level at the timescale of ~ 0.1s, F act[T = 298.15 K, t = 0.1 s],calc ). The energetically accessible pathways discovered by the automated search were further optimized at UB3LYP-D3/6-311G(d,p)//UB3LYP-D3/6-311G(d,p) level of theory under the tensile force of 1800 pN. The first step is the force-promoted C-C bond homolysis, which eventually generates Cam_Int1. The intermediate Cam_Int1 is a 1,5-diradical species with a five-membered ring staying in the middle. Though fivemembered ring is commonly stable, since it is adjacent to a carbon radical, it will still undergo a radical ring-opening reaction via three possible pathways. Cam_TS2A was found to have the highest energy, and the barrier is calculated as +91.0 kJ/mol. It is because the breaking C-C bond in Cam_TS2A does not have the force directly passing through. Our previous computational studies have already revealed that, the force always chooses the shortest path between two points. The force-coupled transition state Cam_TS2B has a slightly higher energy than that of Cam_TS2C, because Cam_TS2C leads to a tertiary carbon radical. Therefore, the effective barrier of ring-opening for Cam_Int1 is +56.1 kJ/mol under 1800 pN, suggesting it has a relatively long half-life. The ring-opening results in the formation of a 1,3-diradical, which cannot further break into alkene molecules. Instead of generating an alkene and a carbene, in fact, it will form a cyclopropane derivative which possesses a three-membered ring.