A concerted HO2 loss reaction from a peroxy radical (RO2), formed from the addition of O-2 to an alkyl radical, has been proposed as a mechanism to form closed-shell products in the atmospheric oxidation of organic molecules. We investigate this reaction computationally with four progressively oxidized radicals. Potential energy surfaces of the O-2 addition and HO2 loss reactions were calculated at ROHF-RCCSD (T)-F12a/VDZ-F12//omega B97xD/aug-cc-pVTZ level of theory and the master equation solver for multienergy well reactions (MESMER) was used to calculate Bartis-Widom phenomenological rate coefficients. The rate coefficients were also compared with the unimolecular rate coefficients of the HO2 loss reaction calculated with transition state theory at atmospheric temperature and pressure. On the basis of our calculations, the unimolecular concerted HO2 loss is unlikely to be a major pathway in the formation of highly oxidized closed shell molecules in the atmosphere.