Assuming that the probe has similar reactivity, whether it is hydrolyzed or not, and the set of reaction in Scheme 2 is adequate to account for the different pathways of P2 transformation, one can expect to reproduce by simulation the experimental curves in Figures and. For such purpose, we have considered for the 1,4-NQ autoxidation the same global apparent bimolecular rate constant (kox) than the one we had previously electrochemically determined (i.e., 3300 M -1 •s -1 ), a value high enough for the autoxidation of 1,4-NQH2 to not be rate limiting. From iterative adjustment of the three other rate constants, i.e. kd, kn and kp, and assuming [O2] constant, it was possible to reproduce quite well the experimental kinetic traces in Figure using the following set of values: kd = 300 M -1 •s -1 , kn = 1.2 M -1 •s - 1 , and kp = 4 × 10 -4 s -1 . The extracted kd indicates a rather fast H2O2 deprotection, much faster than that previously determined for the arylboronate P1 probe in a same Tris buffer (5 M -1 •s -1 ). To our knowledge this is even the highest rate constant so far reported for an aromatic boronate compound (at neutral or slightly basic pHs, H2O2-mediated deprotection rate constants of arylboronates generally range from 0.07 to 4 M -1 •s - ). We attribute this to the presence of the hydroxy group in para position of the naphthylboronate, whose effect is probably to destabilize the C-B bond by inductive and/or mesomeric effects. This is supported by the much lower kd value we separately determined for the 1-naphtylboronate in the same Tris buffer (i.e., 7.5 M -1 •s -1 ). The protodeboronation rate is also significantly higher (by ca. one order of magnitude) than previously reported for arylboronic acids, a behavior we also attribute to the same electronic effects.