Can we oxidize aliphatic alkane to produce carboxylic acid? Toluene can be oxidized to form benzoic acid. do aliphatic alkanes give similar kind of reaction?
It's tricky, because the bond enthalpies of sp3 C-H bonds are high (so they are hard to break) and because alkanes typically have a large number of CH bonds so selectively oxidizing any one of them can be challenging. Generally speaking the more electron-rich CH bonds (i.e. tertiary positions) are oxidized more easily that less-substituted, less electron rich ones.

TFDO will do it, see here: https://en.wikipedia.org/wiki/Oxidation_with_dioxiranes and there are a bunch of other methods (just try googling "aliphatic CH oxidation"). 

It's quite a hot area of research, since if you can control it then in theory you can turn feedstocks from crude oil into more useful functionalized molecules.