By employing isobutane as the hydrogen donor in the sulfinylation reaction, we achieved efficient installation of the tert-butylsulfonyl group on the 2-6 series of electrophiles, yielding good to excellent results ranging from 49% to 93% isolated yield. When isobutane is used, tertiary radicals are the preferred outcome over primary radicals, primarily due to the lower bond dissociation energy (BDE) of the C-H bond and the increased stability of the resulting radical. This preference results in an average regioisomeric ratio of 87:13. Likewise, when butane was utilized, we achieved good to excellent yields for the same set of electrophiles (ranging from 52% to 90%). However, the regioisomeric ratio in this case was slightly lower (82:18) due to the narrower difference between the BDE values of the secondary and primary C-H bonds. Similarly, propane underwent successful functionalization, resulting in the corresponding sulfones 1, 12-15 in good to excellent isolated yields (ranging from 68% to 95%). Due to its comparable BDE values to butane, we observed a similar trend in regioselectivity (averaging 80:20) during the activation of propane, resulting in the formation of the corresponding adducts with good to excellent isolated yields (1, 12-15, 68-95 %). Due to the stronger primary C(sp 3 )-H bonds in ethane, the functionalization process necessitated an extended residence time of 2 hours instead of the previous 1 hour. Additionally, to ensure complete liquefaction of the gas and minimize potential gas-to-liquid mass transfer effects, a back-pressure regulator (BPR) set at 52 bar was employed. These optimized conditions yielded synthetically useful to excellent isolated yields, ranging from 41% to 89%.